Ammonium Chloride → tert-butyl (6SR,7RS)-6-(3,4-dichlorophenyl)-7-[(2,4-dioxo-1,4-dihydroquinazolin-3(2H)-yl)methyl]-1,4-oxazepane-4-carboxylate

HRID 1022800노트

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HRID 1022800 반응식
C[O-].[Na+].[Cl:4][C:5]1[CH:6]=[C:7]([CH:12]2[CH:18]([CH2:19][NH:20][C:21](=[O:33])[NH:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[C:29]([O:31]C)=O)[O:17][CH2:16][CH2:15][N:14]([C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[CH2:13]2)[CH:8]=[CH:9][C:10]=1[Cl:11].[Cl-].[NH4+]>CO>[Cl:4][C:5]1[CH:6]=[C:7]([CH:12]2[CH:18]([CH2:19][N:20]3[C:29](=[O:31])[C:24]4[C:23](=[CH:28][CH:27]=[CH:26][CH:25]=4)[NH:22][C:21]3=[O:33])[O:17][CH2:16][CH2:15][N:14]([C:34]([O:36][C:37]([CH3:39])([CH3:40])[CH3:38])=[O:35])[CH2:13]2)[CH:8]=[CH:9][C:10]=1[Cl:11]

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 10942334Sodium MethoxideHCID 66976641tert-butyl (6SR,7RS)-6-(3,4-dichlorophenyl)-7-[({[2-(methoxycarbonyl)phenyl]carbamoyl}amino)methyl]-1,4-oxazepane-4-carboxylate

생성물 1

HCID 66976879tert-butyl (6SR,7RS)-6-(3,4-dichlorophenyl)-7-[(2,4-dioxo-1,4-dihydroquinazolin-3(2H)-yl)methyl]-1,4-oxazepane-4-carboxylate수율 75.4%

시약·촉매·용매 1

HCID 887Methanol용매2회

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온도
80 °C

실험 절차

A 28% solution (0.2 ml) of sodium methoxide in methanol was added dropwise to a solution of tert-butyl (6SR,7RS)-6-(3,4-dichlorophenyl)-7-[({[2-(methoxycarbonyl)phenyl]carbamoyl}amino)methyl]-1,4-oxazepane-4-carboxylate (190 mg) in methanol (5 mL), and the mixture was stirred at 80° C. for 1 hr. Saturated aqueous ammonium chloride solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (135 mg).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-ff36ea3383e141479fe23a0f49b1a89f
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722662B2

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