Sodium Hydroxide → (1-{1-[5-(4-Fluoro-phenyl)-2-methyl-thiazol-4-yl]-methanoyl}-piperidin-2-yl)-acetic acid

HRID 598544노트

반응식

HRID 598544 반응식
C[O:2][C:3](=[O:26])[CH2:4][CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][N:6]1[C:11]([C:13]1[N:14]=[C:15]([CH3:25])[S:16][C:17]=1[C:18]1[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=1)=[O:12].[OH-].[Na+]>CO.O>[F:24][C:21]1[CH:22]=[CH:23][C:18]([C:17]2[S:16][C:15]([CH3:25])=[N:14][C:13]=2[C:11]([N:6]2[CH2:7][CH2:8][CH2:9][CH2:10][CH:5]2[CH2:4][C:3]([OH:26])=[O:2])=[O:12])=[CH:19][CH:20]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 66968203(1-{1-[5-(4-Fluoro-phenyl)-2-methyl-thiazol-4-yl]-methanoyl}-piperidin-2-yl)-acetic acid methyl ester

생성물 1

HCID 23146320(1-{1-[5-(4-Fluoro-phenyl)-2-methyl-thiazol-4-yl]-methanoyl}-piperidin-2-yl)-acetic acid수율 82%

시약·촉매·용매 1

HCID 22242641Methanol--water (1/1)용매

실험 절차

A stirring solution of (1-{1-[5-(4-Fluoro-phenyl)-2-methyl-thiazol-4-yl]-methanoyl}-piperidin-2-yl)-acetic acid methyl ester, D16 (4.00 g, 10.6 mmol) in methanol/water (75 ml/25 ml) was treated with sodium hydroxide (0.85 g, 21.3 mmol). The mixture was stirred for 16 h at room temperature. The methanol was removed in vacuo and the residue was diluted with water and extracted with diethyl ether (2×). The aqueous phase was acidified with 5N HCl and the product was extracted with ethyl acetate. The organic phase was dried (MgSO4) and the solvent removed in vacuo. The residue was triturated with pentane to afford the title compound as a white solid (3.10 g, 82%).

후처리

  1. customThe methanol was removed in vacuo
  2. additionthe residue was diluted with water
  3. extractionextracted with diethyl ether (2×)
  4. extractionthe product was extracted with ethyl acetate
  5. dry with materialThe organic phase was dried (MgSO4)
  6. customthe solvent removed in vacuo
  7. customThe residue was triturated with pentane

출처 및 근거

ORD 기록
ord-2002a5e4b15a45a7b68110641e69c3a9
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07897618B2

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