(Diethylamino)sulfur trifluoride → [1-(2-Fluoro-propyl)-piperidin-4-yl]-carbamic acid tert-butyl ester

HRID 1257746노트

반응식

HRID 1257746 반응식
[C:1]([O:5][C:6](=[O:18])[NH:7][CH:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH:15](O)[CH3:16])[CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].CCN(S(F)(F)[F:25])CC>C(Cl)Cl>[C:1]([O:5][C:6](=[O:18])[NH:7][CH:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH:15]([F:25])[CH3:16])[CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 2

HCID 123472(Diethylamino)sulfur trifluorideHCID 56973353tert-Butyl (1-(2-hydroxypropyl)piperidin-4-yl)carbamate

생성물 1

HCID 67323267[1-(2-Fluoro-propyl)-piperidin-4-yl]-carbamic acid tert-butyl ester수율 71.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
25 °C

실험 절차

To a cold solution of [1-(2-hydroxy-propyl)-piperidin-4-yl]-carbamic acid tert-butyl ester (0.70 g, 2.7 mmol) in DCM (30 mL) was added DAST (1.1 mL, 8.1 mmol) and the mixture was stirred at 25° C. for 20 h. The reaction mixture was washed with saturated sodium bicarbonate solution, water, brine, dried over Na2SO4 and concentrated under reduced pressure to afford [1-(2-fluoro-propyl)-piperidin-4-yl]-carbamic acid tert-butyl ester (0.5 g, 70%). LCMS (Method G; ESI): RT=0.53 min; m+1=261.3. This was used without further purification below.

후처리

  1. washThe reaction mixture was washed with saturated sodium bicarbonate solution, water, brine
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-b6ca3cd3ab1f4e64b0922080fa17e1c3
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08461328B2

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