Patents by Inventor Minjie LIU
Minjie LIU has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Publication number: 20240141442Abstract: A method for determining a presence of a pancreatic tumor, assessing a development or risk of development of a pancreatic tumor, and/or assessing a progression of a pancreatic tumor, including determining a presence and/or content of a modification status of a DNA region with gene EBF2 or a fragment thereof in a sample to be tested.Type: ApplicationFiled: June 17, 2022Publication date: May 2, 2024Applicants: SINGLERA GENOMICS (JIANGSU) LTD., SINGLERA GENOMICS (CHINA) LTD.Inventors: Rui LIU, Chengcheng MA, Minjie XU, Jin SUN, Yiying LIU, Zhixi SU, Mingyang SU, Qiye HE, Chengxiang GONG
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Patent number: 11913055Abstract: Disclosed herein relates to biopharmaceuticals, and more particularly to a continuous flow method for preparing (R)-3-hydroxy-5-hexenoate. Carbonyl reductase and isopropanol dehydrogenase are co-immobilized onto an inert solid medium simultaneously to prepare a carbonyl reductase/isopropanol dehydrogenase co-immobilized catalyst, which is then filled into a microchannel reactor of the micro reaction system. A solution containing substrate 3-carbonyl-5-hexenoate is subsequently pumped into the microchannel reactor to perform an asymmetric carbonyl reduction reaction to obtain (R)-3-hydroxy-5-hexenoate.Type: GrantFiled: October 19, 2021Date of Patent: February 27, 2024Assignee: Fudan UniversityInventors: Fener Chen, Dang Cheng, Zedu Huang, Chen Hu, Meifen Jiang, Minjie Liu, Huashan Huang
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Publication number: 20240018088Abstract: A separation and purification method of 2-nitroethanol, including: (a) reacting paraformaldehyde with nitromethane in the presence of a base to obtain a mixture of 2-nitroethanol (I), 2-nitro-1,3-propanediol (II) and tris(hydroxymethyl) nitromethane (III); and (b) selecting an extraction solvent in which 2-nitroethanol (I), 2-nitro-1,3-propanediol (II) and tris(hydroxymethyl) nitromethane (III) are different in solubility; adding the extraction solvent to the mixture followed by extraction, separation, and vacuum concentration to obtain the 2-nitroethanol (I).Type: ApplicationFiled: July 28, 2023Publication date: January 18, 2024Inventors: Fener CHEN, Minjie LIU
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Patent number: 11834425Abstract: A full continuous-flow preparation method of vitamin B1 includes: (S1) feeding 3-chloro-4-oxopentyl acetate, 2-methyl-4-amino-5-(aminomethyl) pyrimidine and carbon disulfide to a first continuous-flow reactor for addition; (S2) allowing the reaction mixture to flow into a first continuous filtration and reaction device to collect a filter cake; subjecting the filter cake and hydrochloric acid solution to cyclization; transporting the reaction mixture and an aqueous inorganic base solution to a micromixer and a second continuous-flow reactor for hydrolysis to obtain thiothiamine; (S3) transporting the thiothiamine to a third continuous-flow reactor with hydrogen peroxide for oxidation to obtain thiamine sulfate; and (S4) allowing the thiamine sulfate to enter a second continuous filtration and reaction device for filtration to collect a filter cake; and subjecting the filter cake to reaction with organic hydrochloric acid solution followed by filtration and drying to obtain vitamin B1.Type: GrantFiled: February 9, 2023Date of Patent: December 5, 2023Assignee: Fudan UniversityInventors: Fener Chen, Meifen Jiang, Minjie Liu, Yingqi Xia, Weijian Li
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Patent number: 11827581Abstract: A full continuous-flow preparation method of L-carnitine, including: mixing chlorine gas and a diketene solution via a first micromixer followed by transportation to a first microchannel reactor for continuous chlorination and esterification reaction to obtain 4-chloroacetoacetate; feeding the 4-chloroacetoacetate and a reductase to a second micromixer and a second microchannel reactor in sequence for continuous catalytic reaction to obtain (R)-4-chloro-3-hydroxybutyrate; simultaneously transporting the (R)-4-chloro-3-hydroxybutyrate and a trimethylamine solution to a third micromixer and a third microchannel reactor for continuous substitution and hydrolysis reaction; and subjecting the reaction mixture to desalination and concentration to obtain the L-carnitine.Type: GrantFiled: May 10, 2022Date of Patent: November 28, 2023Assignee: Fudan UniversityInventors: Fener Chen, Minjie Liu, Meifen Jiang, Dang Cheng, Chao Yu, Huashan Huang
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Publication number: 20230264776Abstract: This utility model provides a novel cushion adjustment mechanism and child tricycle, which includes cushion; one end of the said main beam tube is connected with the cushion and the other end is connected with the tricycle body; the adjustment unit is fixing-connected with the main beam tube. The adjustment unit is provided with a positioning assembly; the rear part includes two fixing plates. One end of the fixing plates is connected with the rear wheel and the other end is connected with the adjustment unit. The fixing plate connected with the adjustment unit is provided with a counter locking screw rod. One end of the counter locking screw rod passes through the rotation hole and is fixing-connected with the adjustment unit. After adjustment, the child tricycle using this mechanism will have a good stability and avoids the slippage issue of the cushion height controlled by the friction force.Type: ApplicationFiled: April 22, 2022Publication date: August 24, 2023Inventors: Yuanfu YANG, Minjie LIU
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Patent number: 11708321Abstract: A method for preparing (dimethylaminomethylene) malononitrile by using a micro reaction system. Cyanoacetamide, N,N-dimethylformamide and a catalyst are mixed to obtain a mixture, and the mixture and phosphorus oxychloride are simultaneously pumped into the micro reaction system that includes a micromixer and a microchannel reactor connected in series for continuous dehydration condensation. After adjusted to a target pH, the crude product is subjected to continuous liquid-liquid extraction with an organic solvent in a centrifugal extraction unit comprising a plurality of annular centrifugal extractors connected in series. The organic phase is collected to obtain the target product (dimethyl aminomethylene) malononitrile.Type: GrantFiled: November 24, 2020Date of Patent: July 25, 2023Assignee: Fudan UniversityInventors: Fener Chen, Dang Cheng, Meifen Jiang, Minjie Liu, Huashan Huang, Lulu Wang
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Patent number: 11708363Abstract: Disclosed herein relates to organic synthesis, and more particularly to a method for preparing a key intermediate for the synthesis of statins. The key intermediate is 2-[(4R,6S)-6-[(benzo[d]thiazol-2-ylthio)methyl]-2,2-disubstituted-1,3-dioxan-4-yl] acetate of formula (I): where R1 is a C1-C8 alkyl group, a C3-C8 cycloalkyl group, a monosubstituted or polysubstituted aryl group, or monosubstituted or polysubstituted aralkyl group; R2 is hydrogen, or monosubstituted or polysubstituted C1-C3 alkyl group, or halogen; and R3 and R4 are each independently a C1-C5 alkyl group, a C3-C7 cycloalkyl group, a C3-C7 cycloalkenyl group, a C1-C3 alkoxy group, a C6-C10 aryl group, or C7-C12 aralkyl group. In the method, a halomethyl compound and a thiol reagent are subjected to nucleophilic substitution in an organic solvent to synthesize a thioether, which then undergoes ketal exchange reaction with a carbonyl compound (V) in the presence of an organic acid to obtain a target product.Type: GrantFiled: September 28, 2021Date of Patent: July 25, 2023Assignee: Fudan UniversityInventors: Fener Chen, Dang Cheng, Minjie Liu, Zedu Huang, Yuan Tao, Jiaqi Wang
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Publication number: 20230183196Abstract: to enter a second continuous filtration and reaction device for filtration to collect a filter cake; and subjecting the filter cake to reaction with organic hydrochloric acid solution followed by filtration and drying to obtain vitamin B1.Type: ApplicationFiled: February 9, 2023Publication date: June 15, 2023Inventors: Fener CHEN, Meifen JIANG, Minjie LIU, Yingqi XIA, Weijian LI
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Publication number: 20230127147Abstract: A continuous-flow preparation method of diol sulfone using a two-stage micro-reaction system. The system includes a first micro-mixer, a first micro-channel reactor, a second micro-mixer, and a second micro-channel reactor communicated in sequence. The method includes: feeding hydrogen peroxide, a catalyst and a diol thioether solution simultaneously to the first micro-mixer followed by mixing; feeding the reaction mixture to the first micro-channel reactor for continuous oxidation; and feeding the reaction mixture and water simultaneously to the second micro-mixer and the second micro-channel reactor for continuous quenching and crystallization to obtain diol sulfone.Type: ApplicationFiled: December 19, 2022Publication date: April 27, 2023Inventors: Fener CHEN, Minjie LIU, Meifen JIANG, Yingqi XIA, Huashan HUANG
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Patent number: 11618727Abstract: This disclosure relates to organic synthesis, and more particularly to a method for preparing 3-chloro-4-oxopentyl acetate using a fully continuous-flow micro-reaction system. In this method, chlorine and an acetylbutyrolactone-containing liquid are simultaneously transported to a first micro-channel reactor for continuous chlorination to obtain ?-acetyl-?-chloro-?-butyrolactone. The reaction mixture is simultaneously transported to a micro-mixer and a second micro-channel reactor together with a mixed solution of glacial acetic acid, hydrochloric acid and water, and the continuous acylation is carried out to obtain 3-chloro-4-oxopentyl acetate. After quenched with a quenching agent, the reaction mixture was subjected to extraction and separation to obtain the 3-chloro-4-oxopentyl acetate.Type: GrantFiled: July 24, 2021Date of Patent: April 4, 2023Assignee: Fudan UniversityInventors: Fener Chen, Meifen Jiang, Minjie Liu, Dang Cheng, Chao Yu, Huashan Huang
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Patent number: 11555008Abstract: A method for preparing L-carnitine using a micro-reaction system. (R)-4-halo-3-hydroxybutyrate was subjected to quaternization and hydrolysis in an aqueous trimethylamine solution in the presence of an inorganic base in a micro-channel reactor to produce the L-carnitine.Type: GrantFiled: December 15, 2020Date of Patent: January 17, 2023Assignee: Fudan UniversityInventors: Fener Chen, Dang Cheng, Minjie Liu, Meifen Jiang, Zedu Huang, Zexu Wang, Jiaqi Wang
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Patent number: 11554354Abstract: A micro-reaction system and a method for preparing 2-methyl-4-amino-5-aminomethyl pyrimidine. A Raney nickel catalyst is modified with formalin, and the modified Raney nickel catalyst is filled into a micro-channel reactor of the micro-reaction system. A substrate solution containing 2-methyl-4-amino-5-cyanopyrimidine and a base and hydrogen are transported to the micro-mixer and the micro-channel reactor in sequence for continuous catalytic hydrogenation to obtain 2-methyl-4-amino-5-aminomethyl pyrimidine.Type: GrantFiled: September 3, 2021Date of Patent: January 17, 2023Assignee: Fudan UniversityInventors: Fener Chen, Meifen Jiang, Dang Cheng, Minjie Liu, Huashan Huang
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Patent number: 11554355Abstract: Disclosed herein relates to pharmaceutical engineering, and more particularly to a micro reaction system and a method for preparing 2-methyl-4-amino-5-cyanopyrimidine using the same. An acetamidine hydrochloride solution and an (dimethylaminomethylene)malononitrile solution are separately pumped into the micro reaction system including a micromixer and an agitating microchannel reactor in communication at the same time for a continuous condensation-cyclization reaction to obtain 2-methyl-4-amino-5-cyanopyrimidine.Type: GrantFiled: September 3, 2021Date of Patent: January 17, 2023Assignee: Fudan UniversityInventors: Fener Chen, Meifen Jiang, Dang Cheng, Minjie Liu, Huashan Huang
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Patent number: 11554356Abstract: A full continuous flow preparation method of 2-methyl-4-amino-5-aminomethylpyrimidine. A mixed solution of cyanoacetamide, N,N-dimethylformamide and a catalyst is mixed with phosphorus oxychloride in a first micro-mixer, and then the reaction mixture undergoes continuous flow reaction in a microchannel reactor to obtain (dimethylaminomethylene) malononitrile. The reaction mixture is subjected to continuous quenching, extraction and separation, and the organic phase is concentrated, mixed with a methanol solution, and then reacted with an organic base to obtain 2-methyl-4-amino-5-cyanopyrimidine. After the mixed liquid is continuously filtered, the filter cake is dissolved in methanol, mixed with hydrogen in a second micro-mixer, and then transported to a fixed-bed reactor for hydrogenation reaction. The products are concentrated, dried and purified to obtain the desired 2-methyl-4-amino-5-aminomethylpyrimidine.Type: GrantFiled: September 3, 2021Date of Patent: January 17, 2023Assignee: Fudan UniversityInventors: Fener Chen, Meifen Jiang, Minjie Liu, Huashan Huang, Dang Cheng
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Publication number: 20220267253Abstract: A full continuous-flow preparation method of L-carnitine, including: mixing chlorine gas and a diketene solution via a first micromixer followed by transportation to a first microchannel reactor for continuous chlorination and esterification reaction to obtain 4-chloroacetoacetate; feeding the 4-chloroacetoacetate and a reductase to a second micromixer and a second microchannel reactor in sequence for continuous catalytic reaction to obtain (R)-4-chloro-3-hydroxybutyrate; simultaneously transporting the (R)-4-chloro-3-hydroxybutyrate and a trimethylamine solution to a third micromixer and a third microchannel reactor for continuous substitution and hydrolysis reaction; and subjecting the reaction mixture to desalination and concentration to obtain the L-carnitine.Type: ApplicationFiled: May 10, 2022Publication date: August 25, 2022Inventors: Fener CHEN, Minjie LIU, Meifen JIANG, Dang CHENG, Chao YU, Huashan HUANG
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Publication number: 20220089524Abstract: A method for preparing (dimethylaminomethylene) malononitrile by using a micro reaction system. Cyanoacetamide, N,N-dimethylformamide and a catalyst are mixed to obtain a mixture, and the mixture and phosphorus oxychloride are simultaneously pumped into the micro reaction system that includes a micromixer and a microchannel reactor connected in series for continuous dehydration condensation. After adjusted to a target pH, the crude product is subjected to continuous liquid-liquid extraction with an organic solvent in a centrifugal extraction unit comprising a plurality of annular centrifugal extractors connected in series. The organic phase is collected to obtain the target product (dimethyl aminomethylene) malononitrile.Type: ApplicationFiled: November 24, 2020Publication date: March 24, 2022Inventors: Fener CHEN, Dang CHENG, Meifen JIANG, Minjie LIU, Huashan HUANG, Lulu WANG
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Publication number: 20220056489Abstract: A method for the continuous flow synthesis of (R)-4-halo-3-hydroxy-butyrate using a micro-reaction system. The micro-reaction system includes a micro-mixer, a certain number of micro-reaction units that are successively connected in series, a pH regulating system and a back pressure valve. The micro-reaction unit is composed of a micro-channel reactor and a pH regulator that are sequentially connected with each other. A substrate solution containing halogenated acetoacetate and a biocatalyst solution are simultaneously pumped into the micro-reaction system to enable continuous flow biocatalytic asymmetric reduction reaction of the halogenated acetoacetate to obtain the target product (R)-4-halo-3-hydroxy-butyrate.Type: ApplicationFiled: November 2, 2021Publication date: February 24, 2022Inventors: Fener CHEN, Dang CHENG, Zedu HUANG, Minjie LIU, Huashan HUANG, Meifen JIANG, Lulu WANG
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Publication number: 20220033863Abstract: Disclosed herein relates to biopharmaceuticals, and more particularly to a continuous flow method for preparing (R)-3-hydroxy-5-hexenoate. Carbonyl reductase and isopropanol dehydrogenase are co-immobilized onto an inert solid medium simultaneously to prepare a carbonyl reductase/isopropanol dehydrogenase co-immobilized catalyst, which is then filled into a microchannel reactor of the micro reaction system. A solution containing substrate 3-carbonyl-5-hexenoate is subsequently pumped into the microchannel reactor to perform an asymmetric carbonyl reduction reaction to obtain (R)-3-hydroxy-5-hexenoate.Type: ApplicationFiled: October 19, 2021Publication date: February 3, 2022Inventors: Fener CHEN, Dang CHENG, Zedu HUANG, Chen HU, Meifen JIANG, Minjie LIU, Huashan HUANG
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Patent number: D1010747Type: GrantFiled: August 29, 2023Date of Patent: January 9, 2024Inventor: Minjie Liu