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 1022706노트

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HRID 1022706 반응식
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]

참가 물질

5

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
80 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-537fc123c3e64b159cf595a97744cb07
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722662B2

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