Methanol → HCID 178491832, 화합물

HRID 2095642노트

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HRID 2095642 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[CH:23]=[N:24][N:25]([C@H:28]4[CH2:33][CH2:32][C@H:31]([C:34]([O:36]CC)=[O:35])[CH2:30][CH2:29]4)[C:26]=3[CH3:27])[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[CH:23]=[N:24][N:25]([C@H:28]4[CH2:33][CH2:32][C@H:31]([C:34]([OH:36])=[O:35])[CH2:30][CH2:29]4)[C:26]=3[CH3:27])[CH:20]=2)[NH:15][CH:14]=1)[CH3:12]

참가 물질

5

반응물 4

HCID 887MethanolHCID 962WaterHCID 3939Lithium HydroxideHCID 178472397HCID 178472397, 화합물

생성물 1

HCID 178491832HCID 178491832, 화합물

실험 절차

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}-5-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=511.19/513.19 (100/50) [MH+]. HPLC: tR=1.44 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-09dddfbe5fa047d49d48a6b8d6e87c04
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08445510B2

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