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 1022800ノート

反応式

HRID 1022800 の反応式
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]

参加物

5

反応物 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

生成物 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-carboxylate収率 75.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

反応条件

温度
80 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-ff36ea3383e141479fe23a0f49b1a89f
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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