Methyl iodide → Methyl 4-[3-methoxy6-nitroindazol-1-ylmethyl]-3-methoxybenzoate

HRID 1080788노트

반응식

HRID 1080788 반응식
[OH:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([N+:11]([O-:13])=[O:12])=[CH:8][CH:9]=2)[N:4]([CH2:14][C:15]2[CH:24]=[CH:23][C:18]([C:19]([O:21][CH3:22])=[O:20])=[CH:17][C:16]=2[O:25][CH3:26])[N:3]=1.[Na].I[CH3:29]>CO.C(OCC)(=O)C>[CH3:29][O:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([N+:11]([O-:13])=[O:12])=[CH:8][CH:9]=2)[N:4]([CH2:14][C:15]2[CH:24]=[CH:23][C:18]([C:19]([O:21][CH3:22])=[O:20])=[CH:17][C:16]=2[O:25][CH3:26])[N:3]=1

참가 물질

6

반응물 3

HCID 6328Methyl iodideHCID 5360545SodiumHCID 178497911HCID 178497911, 화합물

생성물 1

HCID 23365859Methyl 4-[3-methoxy6-nitroindazol-1-ylmethyl]-3-methoxybenzoate수율 28%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8857Ethyl Acetate용매

실험 절차

Indazole (T) (1.68 g.) was added to a solution of sodium (0.108 g.) in methanol (1.0 ml.). After stirring for 5 minutes, iodomethane (0.32 ml.) was added and stirring continued for 18 hours. The mixture was diluted with ethyl acetate, washed with water and brine, then dried (MgSO4) and evaporated. The residue was purified by flash chromatography on silica gel (130 g.), eluting with 2:98 v/v ethyl acetate:dichloromethane to give methyl 4-[3-methoxy6-nitroindazol-1-ylmethyl]-3-methoxybenzoate (U) (0.481 g., 28%) as a yellow solid, with satisfactory NMR spectral data.

후처리

  1. stirringstirring
  2. waitcontinued for 18 hours
  3. washwashed with water and brine
  4. dry with materialdried (MgSO4)
  5. customevaporated
  6. customThe residue was purified by flash chromatography on silica gel (130 g.)
  7. washeluting with 2:98 v/v ethyl acetate

출처 및 근거

ORD 기록
ord-0757266c581043af95a5c5a107984c28
출처 데이터셋
uspto-grants-1996_12
특허 번호
US05583152

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