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

HRID 1026766ノート

反応式

HRID 1026766 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-fba5a650c5874ab7be5658fd73840216
出典データセット
uspto-grants-2014_05
特許番号
US08729271B2

反応ノート

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