Sodium Methoxide → 6-[5-Fluoro-4-methoxy-2-(2,2,2-trifluoro-ethyl)-phenyl]-1-(tetrahydro-pyran-2-yl)-1H-indazole-3-carboximidic acid methyl ester

HRID 340084노트

반응식

HRID 340084 반응식
[F:1][C:2]1[C:3]([O:30][CH3:31])=[CH:4][C:5]([CH2:25][C:26]([F:29])([F:28])[F:27])=[C:6]([C:8]2[CH:16]=[C:15]3[C:11]([C:12]([C:23]#[N:24])=[N:13][N:14]3[CH:17]3[CH2:22][CH2:21][CH2:20][CH2:19][O:18]3)=[CH:10][CH:9]=2)[CH:7]=1.[CH3:32][O-:33].[Na+]>CO>[CH3:32][O:33][C:23]([C:12]1[C:11]2[C:15](=[CH:16][C:8]([C:6]3[CH:7]=[C:2]([F:1])[C:3]([O:30][CH3:31])=[CH:4][C:5]=3[CH2:25][C:26]([F:29])([F:28])[F:27])=[CH:9][CH:10]=2)[N:14]([CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][O:18]2)[N:13]=1)=[NH:24]

참가 물질

4

반응물 2

HCID 10942334Sodium MethoxideHCID 712380616-[5-Fluoro-4-methoxy-2-(2,2,2-trifluoro-ethyl)-phenyl]-1-(tetrahydro-pyran-2-yl)-1H-indazole-3-carbonitrile

생성물 1

HCID 866762786-[5-Fluoro-4-methoxy-2-(2,2,2-trifluoro-ethyl)-phenyl]-1-(tetrahydro-pyran-2-yl)-1H-indazole-3-carboximidic acid methyl ester수율 88.1%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 6-[5-fluoro-4-methoxy-2-(2,2,2-trifluoro-ethyl)-phenyl]-1-(tetrahydro-pyran-2-yl)-1H-indazole-3-carbonitrile (Preparation 37, 1.737 g, 4.00 mmol) in methanol (40 mL) was added sodium methoxide (648 mg, 12.0 mmol) and the reaction mixture was stirred at room temperature for 18 hours. The reaction mixture was partitioned between EtOAc (50 mL) and water (50 mL) and the aqueous layer was extracted with further EtOAc (2×50 mL). The combined organic layers were dried over MgSO4 and concentrated in vacuo to give the title compound as an oily solid (1.64 g) in an 88% yield.

후처리

  1. customThe reaction mixture was partitioned between EtOAc (50 mL) and water (50 mL)
  2. extractionthe aqueous layer was extracted with further EtOAc (2×50 mL)
  3. dry with materialThe combined organic layers were dried over MgSO4
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-b997011fd4f84d6da10bb181c8e32313
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08895544B2

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