Ethanol → tert-Butyl 4-[4-(2-cyclohexyl-N-methoxyethanimidoyl)-1,3-thiazol-2-yl]piperidine-1-carboxylate

HRID 2199177노트

반응식

HRID 2199177 반응식
[Cl-].CO[NH3+].[CH3:5][O:6][N:7](C)[C:8]([C:10]1[N:11]=[C:12]([CH:15]2[CH2:20][CH2:19][N:18]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:17][CH2:16]2)[S:13][CH:14]=1)=O.O.[CH2:30](O)[CH3:31]>>[CH:30]1([CH2:31][C:8]([C:10]2[N:11]=[C:12]([CH:15]3[CH2:20][CH2:19][N:18]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:17][CH2:16]3)[S:13][CH:14]=2)=[N:7][O:6][CH3:5])[CH2:19][CH2:20][CH2:15][CH2:16][CH2:17]1

참가 물질

5

반응물 4

HCID 702EthanolHCID 962WaterHCID 11639O-methylhydroxylammonium chlorideHCID 86660504tert-Butyl 4-{4-[methoxy(methyl)carbamoyl]-1,3-thiazol-2-yl}piperidine-1-carboxylate

생성물 1

HCID 86660506tert-Butyl 4-[4-(2-cyclohexyl-N-methoxyethanimidoyl)-1,3-thiazol-2-yl]piperidine-1-carboxylate

반응 조건

온도
50 °C

실험 절차

At room temperature, methoxyammonium chloride (171 mg) was added to a solution of tert-butyl 4-{4-[methoxy(methyl)carbamoyl]-1,3-thiazol-2-yl}piperidine-1-carboxylate (403 mg) in ethanol (2 ml). The reaction mixture was stirred at 50° C. for 24 hours, and water was then added. The aqueous phase was separated off and extracted with ethyl acetate. The combined organic phases were dried over sodium sulphate and concentrated under reduced pressure. The residue was purified chromatographically. This gave tert-butyl 4-[4-(2-cyclohexyl-N-methoxyethanimidoyl)-1,3-thiazol-2-yl]piperidine-1-carboxylate (361 mg).

후처리

  1. customThe aqueous phase was separated off
  2. extractionextracted with ethyl acetate
  3. dry with materialThe combined organic phases were dried over sodium sulphate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified chromatographically

출처 및 근거

ORD 기록
ord-3ae44a1cde364a1eae928f090857ef4c
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09357779B2

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