Methylhydrazine → tert-butyl (6R,7R)-7-(3,4-dichlorophenyl)-6-{[4-(ethoxycarbonyl)-1-methyl-1H-pyrazol-3-yl]methyl}-1,4-oxazepane-4-carboxylate

HRID 1022706ノート

反応式

HRID 1022706 の反応式
CO[CH:3](OC)[N:4]([CH3:6])C.[Cl:9][C:10]1[CH:11]=[C:12]([C@@H:17]2[O:23][CH2:22][CH2:21][N:20]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:19][C@H:18]2[CH2:31][C:32](=O)[CH2:33][C:34]([O:36][CH2:37][CH3:38])=[O:35])[CH:13]=[CH:14][C:15]=1[Cl:16].C[NH:41]N>C1(C)C=CC=CC=1>[Cl:9][C:10]1[CH:11]=[C:12]([C@@H:17]2[O:23][CH2:22][CH2:21][N:20]([C:24]([O:26][C:27]([CH3:28])([CH3:30])[CH3:29])=[O:25])[CH2:19][C@H:18]2[CH2:31][C:32]2[C:33]([C:34]([O:36][CH2:37][CH3:38])=[O:35])=[CH:3][N:4]([CH3:6])[N:41]=2)[CH:13]=[CH:14][C:15]=1[Cl:16]

参加物

5

反応物 3

HCID 6061MethylhydrazineHCID 78373Dimethylformamide dimethyl acetalHCID 66976292tert-butyl (6R,7R)-7-(3,4-dichlorophenyl)-6-(4-ethoxy-2,4-dioxobutyl)-1,4-oxazepane-4-carboxylate

生成物 1

HCID 66975696tert-butyl (6R,7R)-7-(3,4-dichlorophenyl)-6-{[4-(ethoxycarbonyl)-1-methyl-1H-pyrazol-3-yl]methyl}-1,4-oxazepane-4-carboxylate収率 32.5%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
80 °C

実験手順

N,N-Dimethylformamide dimethyl acetal (0.210 mL, 1.58 mmol) was added to a solution of tert-butyl (6R,7R)-7-(3,4-dichlorophenyl)-6-(4-ethoxy-2,4-dioxobutyl)-1,4-oxazepane-4-carboxylate (500 mg, 1.05 mmol) in toluene (5 mL), and the mixture was stirred at 80° C. for 2 hr, and concentrated under reduced pressure. The residue was dissolved in ethanol (5 mL), and methylhydrazine (0.062 mL, 1.16 mmol) was added. The reaction mixture was stirred at 80° C. for 1.5 hr, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (175 mg).

後処理

  1. concentrationconcentrated under reduced pressure
  2. dissolutionThe residue was dissolved in ethanol (5 mL)
  3. stirringThe reaction mixture was stirred at 80° C. for 1.5 hr
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-537fc123c3e64b159cf595a97744cb07
出典データセット
uspto-grants-2014_05
特許番号
US08722662B2

反応ノート

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