Ammonia methanol → Benzyl cis(+/-)-(1-carbamothioyl-3-methoxypiperidin-4-yl)-carbamate

HRID 43513ノート

反応式

HRID 43513 の反応式
[N:1]1([C:6]([N:8]2[CH2:13][CH2:12][C@H:11]([NH:14][C:15](=[O:24])[O:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[C@H:10]([O:25][CH3:26])[CH2:9]2)=[S:7])C=CN=C1.N.CO>C1COCC1.[Cl-].[Na+].O>[C:6]([N:8]1[CH2:13][CH2:12][C@H:11]([NH:14][C:15](=[O:24])[O:16][CH2:17][C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[C@H:10]([O:25][CH3:26])[CH2:9]1)(=[S:7])[NH2:1]

参加物

5

反応物 2

HCID 21705897Ammonia methanolHCID 86648520Benzyl cis(+/-)-[1-(1H-imidazol-1-ylcarbonothioyl)-3-methoxypiperidin-4-yl]-carbamate

生成物 1

HCID 86648521Benzyl cis(+/-)-(1-carbamothioyl-3-methoxypiperidin-4-yl)-carbamate収率 67.4%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

Benzyl cis(±)-[1-(1H-imidazol-1-ylthiocarbonyl)-3-methoxypiperidin-4-yl]-carbamate obtained in Example (64a) (about 1.36 mmol) was dissolved in THF (2 mL). A 2 N ammonia/methanol solution (10 mL) was added, and the mixture was stirred for 42 hours. Brine was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The precipitated solid was collected by filtration to obtain 296.5 mg of the title compound as a white solid (67%).

後処理

  1. extractionfollowed by extraction with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. filtrationThe precipitated solid was collected by filtration

出典と根拠

ORDレコード
ord-413e645128ff40229443a53d13eb9b8f
出典データセット
uspto-grants-2013_09
特許番号
US08536197B2

反応ノート

読み込み中…