Methanol → HCID 178491828, 화합물

HRID 2095647노트

반응식

HRID 2095647 반응식
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([O:9][CH3:10])[C:3]=1[C@H:11]([C:13]1[C:21]2[C:16](=[N:17][CH:18]=[C:19]([C:22]3[C:23]([CH3:38])=[N:24][N:25]([C@H:27]4[CH2:32][CH2:31][C@H:30]([C:33]([O:35]CC)=[O:34])[CH2:29][CH2:28]4)[CH:26]=3)[CH:20]=2)[NH:15][CH:14]=1)[CH3:12].CO.[OH-].[Li+].O>>[Cl:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([O:9][CH3:10])[C:3]=1[C@H:11]([C:13]1[C:21]2[C:16](=[N:17][CH:18]=[C:19]([C:22]3[C:23]([CH3:38])=[N:24][N:25]([C@H:27]4[CH2:32][CH2:31][C@H:30]([C:33]([OH:35])=[O:34])[CH2:29][CH2:28]4)[CH:26]=3)[CH:20]=2)[NH:15][CH:14]=1)[CH3:12]

참가 물질

5

반응물 4

HCID 887MethanolHCID 962WaterHCID 3939Lithium HydroxideHCID 178472382HCID 178472382, 화합물

생성물 1

HCID 178491828HCID 178491828, 화합물

실험 절차

To a solution of ethyl trans-4-(4-{3-[(1S)-1-(2-chloro-3-fluoro-6-methoxyphenyl)ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-3-methyl-1H-pyrazol-1-yl)cyclohexanecarboxylate (20.0 mg, 0.0371 mmol) in MeOH (3 mL, 70 mmol) was added lithium hydroxide (4.44 mg, 0.186 mmol) and H2O (1 mL, 60 mmol). The mixture was stirred at rt for 2 h. The organic solvent was removed in vacuo, and the material was extracted with DCM and water (pH=2). The organic layer was concentrated in vacuo to afford the title compound as a white solid. MS (ES+): m/z=511.20/513.20 (100/50) [MH+]. HPLC: tR=1.45 min (polar—3 min, UPLC-ACQUITY).

후처리

  1. customThe organic solvent was removed in vacuo
  2. extractionthe material was extracted with DCM and water (pH=2)
  3. concentrationThe organic layer was concentrated in vacuo

출처 및 근거

ORD 기록
ord-9e3867e7325b46c0ab8f2b71a673dea7
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08445510B2

반응 노트

불러오는 중…