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).

  • Publication number: 20240141442
    Abstract: 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: Application
    Filed: June 17, 2022
    Publication date: May 2, 2024
    Applicants: 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
  • Patent number: 11913055
    Abstract: 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: Grant
    Filed: October 19, 2021
    Date of Patent: February 27, 2024
    Assignee: Fudan University
    Inventors: Fener Chen, Dang Cheng, Zedu Huang, Chen Hu, Meifen Jiang, Minjie Liu, Huashan Huang
  • Publication number: 20240018088
    Abstract: 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: Application
    Filed: July 28, 2023
    Publication date: January 18, 2024
    Inventors: Fener CHEN, Minjie LIU
  • Patent number: 11834425
    Abstract: 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: Grant
    Filed: February 9, 2023
    Date of Patent: December 5, 2023
    Assignee: Fudan University
    Inventors: Fener Chen, Meifen Jiang, Minjie Liu, Yingqi Xia, Weijian Li
  • Patent number: 11827581
    Abstract: 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: Grant
    Filed: May 10, 2022
    Date of Patent: November 28, 2023
    Assignee: Fudan University
    Inventors: Fener Chen, Minjie Liu, Meifen Jiang, Dang Cheng, Chao Yu, Huashan Huang
  • Publication number: 20230264776
    Abstract: 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: Application
    Filed: April 22, 2022
    Publication date: August 24, 2023
    Inventors: Yuanfu YANG, Minjie LIU
  • Patent number: 11708321
    Abstract: 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: Grant
    Filed: November 24, 2020
    Date of Patent: July 25, 2023
    Assignee: Fudan University
    Inventors: Fener Chen, Dang Cheng, Meifen Jiang, Minjie Liu, Huashan Huang, Lulu Wang
  • Patent number: 11708363
    Abstract: 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: Grant
    Filed: September 28, 2021
    Date of Patent: July 25, 2023
    Assignee: Fudan University
    Inventors: Fener Chen, Dang Cheng, Minjie Liu, Zedu Huang, Yuan Tao, Jiaqi Wang
  • Publication number: 20230183196
    Abstract: 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: Application
    Filed: February 9, 2023
    Publication date: June 15, 2023
    Inventors: Fener CHEN, Meifen JIANG, Minjie LIU, Yingqi XIA, Weijian LI
  • Publication number: 20230127147
    Abstract: 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: Application
    Filed: December 19, 2022
    Publication date: April 27, 2023
    Inventors: Fener CHEN, Minjie LIU, Meifen JIANG, Yingqi XIA, Huashan HUANG
  • Patent number: 11618727
    Abstract: 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: Grant
    Filed: July 24, 2021
    Date of Patent: April 4, 2023
    Assignee: Fudan University
    Inventors: Fener Chen, Meifen Jiang, Minjie Liu, Dang Cheng, Chao Yu, Huashan Huang
  • Patent number: 11555008
    Abstract: 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: Grant
    Filed: December 15, 2020
    Date of Patent: January 17, 2023
    Assignee: Fudan University
    Inventors: Fener Chen, Dang Cheng, Minjie Liu, Meifen Jiang, Zedu Huang, Zexu Wang, Jiaqi Wang
  • Patent number: 11554354
    Abstract: 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: Grant
    Filed: September 3, 2021
    Date of Patent: January 17, 2023
    Assignee: Fudan University
    Inventors: Fener Chen, Meifen Jiang, Dang Cheng, Minjie Liu, Huashan Huang
  • Patent number: 11554355
    Abstract: 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: Grant
    Filed: September 3, 2021
    Date of Patent: January 17, 2023
    Assignee: Fudan University
    Inventors: Fener Chen, Meifen Jiang, Dang Cheng, Minjie Liu, Huashan Huang
  • Patent number: 11554356
    Abstract: 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: Grant
    Filed: September 3, 2021
    Date of Patent: January 17, 2023
    Assignee: Fudan University
    Inventors: Fener Chen, Meifen Jiang, Minjie Liu, Huashan Huang, Dang Cheng
  • Publication number: 20220267253
    Abstract: 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: Application
    Filed: May 10, 2022
    Publication date: August 25, 2022
    Inventors: Fener CHEN, Minjie LIU, Meifen JIANG, Dang CHENG, Chao YU, Huashan HUANG
  • Publication number: 20220089524
    Abstract: 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: Application
    Filed: November 24, 2020
    Publication date: March 24, 2022
    Inventors: Fener CHEN, Dang CHENG, Meifen JIANG, Minjie LIU, Huashan HUANG, Lulu WANG
  • Publication number: 20220056489
    Abstract: 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: Application
    Filed: November 2, 2021
    Publication date: February 24, 2022
    Inventors: Fener CHEN, Dang CHENG, Zedu HUANG, Minjie LIU, Huashan HUANG, Meifen JIANG, Lulu WANG
  • Publication number: 20220033863
    Abstract: 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: Application
    Filed: October 19, 2021
    Publication date: February 3, 2022
    Inventors: Fener CHEN, Dang CHENG, Zedu HUANG, Chen HU, Meifen JIANG, Minjie LIU, Huashan HUANG
  • Patent number: D1010747
    Type: Grant
    Filed: August 29, 2023
    Date of Patent: January 9, 2024
    Inventor: Minjie Liu