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Sodium hydride → N-Cyclopropyl-3-[1-(cyclopropylmethyl)-1H-indazol-5-yl]-4-methylbenzamide

HRID 1988932
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HRID 1988932 반응식
[CH:1]1([NH:4][C:5](=[O:22])[C:6]2[CH:11]=[CH:10][C:9]([CH3:12])=[C:8]([C:13]3[CH:14]=[C:15]4[C:19](=[CH:20][CH:21]=3)[NH:18][N:17]=[CH:16]4)[CH:7]=2)[CH2:3][CH2:2]1.[H-].[Na+].[CH:25]1([CH2:28]Br)[CH2:27][CH2:26]1>CN(C=O)C.CO>[CH:1]1([NH:4][C:5](=[O:22])[C:6]2[CH:11]=[CH:10][C:9]([CH3:12])=[C:8]([C:13]3[CH:14]=[C:15]4[C:19](=[CH:20][CH:21]=3)[N:18]([CH2:28][CH:25]3[CH2:27][CH2:26]3)[N:17]=[CH:16]4)[CH:7]=2)[CH2:3][CH2:2]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 24758Sodium hydrideHCID 81503BromomethylcyclopropaneHCID 10469531N-cyclopropyl-3-(1H-indazol-5-yl)-4-methylbenzamide

생성물 1

HCID 68677012N-Cyclopropyl-3-[1-(cyclopropylmethyl)-1H-indazol-5-yl]-4-methylbenzamide

시약·촉매·용매 2

HCID 887Methanol촉매HCID 6228
Dimethylformamide
용매

실험 절차

A solution of N-cyclopropyl-3-(1H-indazol-5-yl)-4-methylbenzamide (Example 17) (0.10 g) in dry DMF (3 ml) was treated with sodium hydride (60% oil dispersion, 0.017 g) under nitrogen. After 5 min cyclopropylmethyl bromide (0.04 ml) was added and the yellow solution was stirred at room temp. for 18 h. Methanol (2 drops) was added and the solvent was evaporated. The residue was purified by column chromatography on silica eluting with cyclohexane:ethyl acetate (2:1 to 1:1) to give the title compound (0.05 g).

후처리

  1. customthe solvent was evaporated
  2. customThe residue was purified by column chromatography on silica eluting with cyclohexane:ethyl acetate (2:1 to 1:1)

출처 및 근거

ORD 기록
ord-b761f55fce55439eb27b4cfc2d832076
출처 데이터셋
uspto-grants-2010_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07642276B2

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