Water → N-Cyclobutyl-N-{1-[2-(4-fluorophenyl)pyridin-4-yl]ethyl}-1-methyl-1H-imidazole-4-carboxamide

HRID 1026766노트

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HRID 1026766 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([CH:14]([NH:16][CH:17]3[CH2:20][CH2:19][CH2:18]3)[CH3:15])[CH:11]=[CH:10][N:9]=2)=[CH:4][CH:3]=1.[CH3:21][N:22]1[CH:26]=[C:25]([C:27](Cl)=[O:28])[N:24]=[CH:23]1.C(N(CC)CC)C.O>C(Cl)(Cl)Cl>[CH:17]1([N:16]([CH:14]([C:12]2[CH:11]=[CH:10][N:9]=[C:8]([C:5]3[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=3)[CH:13]=2)[CH3:15])[C:27]([C:25]2[N:24]=[CH:23][N:22]([CH3:21])[CH:26]=2)=[O:28])[CH2:20][CH2:19][CH2:18]1

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 513419821-Methyl-1H-imidazole-4-carbonyl chlorideHCID 86690484N-{1-[2-(4-Fluorophenyl)pyridin-4-yl]ethyl}cyclobutaneamine

생성물 1

HCID 86690493N-Cyclobutyl-N-{1-[2-(4-fluorophenyl)pyridin-4-yl]ethyl}-1-methyl-1H-imidazole-4-carboxamide수율 85.7%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

A solution of N-{1-[2-(4-fluorophenyl)pyridin-4-yl]ethyl}cyclobutaneamine (100 mg), 1-methyl-1H-imidazole-4-carbonyl chloride (110 mg) and triethylamine (100 mg) in chloroform (5 mL) was stirred at room temperature overnight. Water was added thereto, followed by extraction with chloroform, and the solvent was distilled off under reduced pressure. The resulting residue was purified by column chromatography (NH silica gel cartridge, hexane:ethyl acetate=75:25-0:100) to afford the title compound (120 mg).

후처리

  1. extractionfollowed by extraction with chloroform
  2. distillationthe solvent was distilled off under reduced pressure
  3. customThe resulting residue was purified by column chromatography (NH silica gel cartridge, hexane:ethyl acetate=75:25-0:100)

출처 및 근거

ORD 기록
ord-fba5a650c5874ab7be5658fd73840216
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08729271B2

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