Hydrochloric Acid → 2-(4'-{4-[1-(2-Fluoro-phenyl)-ethoxycarbonylamino]-3-methyl-isoxazol-5-yl}-biphenyl-4-yl)-2-methyl-propionic acid

HRID 2092444노트

반응식

HRID 2092444 반응식
C([O:3][C:4](=[O:39])[C:5]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[O:24][N:23]=[C:22]([CH3:25])[C:21]=3[NH:26][C:27]([O:29][CH:30]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=3[F:38])[CH3:31])=[O:28])=[CH:16][CH:15]=2)=[CH:10][CH:9]=1)([CH3:7])[CH3:6])C.[OH-].[Li+].Cl>CO>[F:38][C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][C:32]=1[CH:30]([O:29][C:27]([NH:26][C:21]1[C:22]([CH3:25])=[N:23][O:24][C:20]=1[C:17]1[CH:18]=[CH:19][C:14]([C:11]2[CH:10]=[CH:9][C:8]([C:5]([CH3:7])([CH3:6])[C:4]([OH:39])=[O:3])=[CH:13][CH:12]=2)=[CH:15][CH:16]=1)=[O:28])[CH3:31]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 3939Lithium Hydroxide2회HCID 673516442-(4'-{4-[1-(2-Fluoro-phenyl)-ethoxycarbonylamino]-3-methyl-isoxazol-5-yl}-biphenyl-4-yl)-2-methyl-propionic acid ethyl ester

생성물 1

HCID 462402052-(4'-{4-[1-(2-Fluoro-phenyl)-ethoxycarbonylamino]-3-methyl-isoxazol-5-yl}-biphenyl-4-yl)-2-methyl-propionic acid

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

2-(4′-{4-[1-(2-Fluoro-phenyl)-ethoxycarbonylamino]-3-methyl-isoxazol-5-yl}-biphenyl-4-yl)-2-methyl-propionic acid ethyl ester (0.51 mmol) in Methanol (50 mL) was treated with lithium hydroxide (excess) as well as 1N aqueous LiOH (excess, and the reaction was stirred at room temperature. Analytical LCMS indicated that starting material was still present, so the reaction was stirred at 80° C. overnight. The mixture was neutralized with 1N HCl (20 mL) and extracted with EtOAc. The combined organic layers were washed with water, dried, and concentrated, and the residue was purified by preparative HPLC to give the title compound.

후처리

  1. stirringwas stirred at 80° C. overnight
  2. extractionextracted with EtOAc
  3. washThe combined organic layers were washed with water
  4. customdried
  5. concentrationconcentrated
  6. customthe residue was purified by preparative HPLC

출처 및 근거

ORD 기록
ord-160091c671df450eb7c7ad53e2149513
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08440707B2

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