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

HRID 43513노트

반응식

HRID 43513 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 57417360Sodium chloride; water용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-413e645128ff40229443a53d13eb9b8f
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536197B2

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