Pyridine → Methyl 4-[6-(cyclopentyloxycarbonyl)amino-3-methoxyindazol-1-ylmethyl]-3-methoxybenzoate

HRID 1742325노트

반응식

HRID 1742325 반응식
Cl[C:2]([O:4][CH:5]1[CH2:9][CH2:8][CH2:7][CH2:6]1)=[O:3].[NH2:10][C:11]1[CH:19]=[C:18]2[C:14]([C:15]([O:33][CH3:34])=[N:16][N:17]2[CH2:20][C:21]2[CH:30]=[CH:29][C:24]([C:25]([O:27][CH3:28])=[O:26])=[CH:23][C:22]=2[O:31][CH3:32])=[CH:13][CH:12]=1.N1C=CC=CC=1>ClCCl.C(OCC)(=O)C>[CH:5]1([O:4][C:2]([NH:10][C:11]2[CH:19]=[C:18]3[C:14]([C:15]([O:33][CH3:34])=[N:16][N:17]3[CH2:20][C:21]3[CH:30]=[CH:29][C:24]([C:25]([O:27][CH3:28])=[O:26])=[CH:23][C:22]=3[O:31][CH3:32])=[CH:13][CH:12]=2)=[O:3])[CH2:9][CH2:8][CH2:7][CH2:6]1

참가 물질

6

반응물 3

HCID 1049PyridineHCID 2735892Cyclopentyl chloroformateHCID 23365880Methyl 4-[6-amino-3-methoxyindazol-1-ylmethyl]-3-methoxybenzoate

생성물 1

HCID 23365908Methyl 4-[6-(cyclopentyloxycarbonyl)amino-3-methoxyindazol-1-ylmethyl]-3-methoxybenzoate수율 75%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

Cyclopentyl chloroformate (0.17 ml.) was added to a cooled (-20° C.) solution of methyl 4-[6amino-3-methoxyindazol-1-ylmethyl]-3-methoxybenzoate (S) (0.381 g.) and pyridine (0.11 ml.) in dichloromethane (3.0 ml.). After warming to ambient temperature, the mixture was diluted with ethyl acetate, and washed with hydrochloric acid (1N), water, brine, dried (MgSO4) and evaporated. The residue was purified by flash chromatography on silica gel (56 g.), eluting with 5:95 v/v ethyl acetate: dichloromethane, to give the title compound (0.365 g., 75%) as an oil, with satisfactory NMR spectral data.

후처리

  1. washwashed with hydrochloric acid (1N), water, brine
  2. dry with materialdried (MgSO4)
  3. customevaporated
  4. customThe residue was purified by flash chromatography on silica gel (56 g.)
  5. washeluting with 5:95 v/v ethyl acetate

출처 및 근거

ORD 기록
ord-ea406e1a2b8e4cadb1e846b40518f256
출처 데이터셋
uspto-grants-1994_08
특허 번호
US05338734

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