Phenethyl bromide → (+/-)-tert-Butyl 2-(7-methyl-2-((2-(trimethylsilyl)ethoxy)methyl)-2H-indazol-5-yl)-1-(1-phenethyl-1H-imidazol-2-yl)ethylcarbamate

HRID 2099784노트

반응식

HRID 2099784 반응식
[C:1]([O:5][C:6](=[O:33])[NH:7][CH:8]([C:28]1[NH:29][CH:30]=[CH:31][N:32]=1)[CH2:9][C:10]1[CH:18]=[C:17]([CH3:19])[C:16]2[C:12](=[CH:13][N:14]([CH2:20][O:21][CH2:22][CH2:23][Si:24]([CH3:27])([CH3:26])[CH3:25])[N:15]=2)[CH:11]=1)([CH3:4])([CH3:3])[CH3:2].Br[CH2:35][CH2:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:19][C:17]1[C:16]2[C:12](=[CH:13][N:14]([CH2:20][O:21][CH2:22][CH2:23][Si:24]([CH3:25])([CH3:27])[CH3:26])[N:15]=2)[CH:11]=[C:10]([CH2:9][CH:8]([NH:7][C:6](=[O:33])[O:5][C:1]([CH3:4])([CH3:2])[CH3:3])[C:28]2[N:29]([CH2:35][CH2:36][C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=3)[CH:30]=[CH:31][N:32]=2)[CH:18]=1

참가 물질

5

반응물 3

HCID 7666Phenethyl bromideHCID 11430Potassium CarbonateHCID 57794668tert-Butyl-1-(1H-imidazol-2-yl)-2-(7-methyl-2-[{2-[trimethylsilyl]ethoxy}methyl]-2H-indazol-5-yl)ethylcarbamate

생성물 1

HCID 57794660(+/-)-tert-Butyl 2-(7-methyl-2-((2-(trimethylsilyl)ethoxy)methyl)-2H-indazol-5-yl)-1-(1-phenethyl-1H-imidazol-2-yl)ethylcarbamate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

tert-Butyl-1-(1H-imidazol-2-yl)-2-(7-methyl-2-[{2-[trimethylsilyl]ethoxy}methyl]-2H-indazol-5-yl)ethylcarbamate (25 mg, 0.53 mmol), (2-bromoethyl)benzene (7.5 μL, 0.056 mmol, 1.05 equiv), and potassium carbonate (14.7 mg, 0.106 mmol) were combined in dimethylformamide (1.0 mL). After stirring at room temperature for 16 h, the solvents were removed and the residue purified by column chromatography to afford 9.0 mg (29%). Mass spec.: 576.5 (MH)+.

후처리

  1. customthe solvents were removed
  2. customthe residue purified by column chromatography
  3. customto afford 9.0 mg (29%)

출처 및 근거

ORD 기록
ord-538f679864bc4645be50c28df4edbeb8
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07569578B2

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