(Diethylamino)sulfur trifluoride → 4-Chloro-6-(2-fluoropropan-2-yl)pyrimidine

HRID 2401199노트

반응식

HRID 2401199 반응식
CCN(S(F)(F)[F:7])CC.[Cl:10][C:11]1[N:16]=[CH:15][N:14]=[C:13]([C:17](O)([CH3:19])[CH3:18])[CH:12]=1>C(Cl)Cl>[Cl:10][C:11]1[CH:12]=[C:13]([C:17]([F:7])([CH3:19])[CH3:18])[N:14]=[CH:15][N:16]=1

참가 물질

4

반응물 2

HCID 123472(Diethylamino)sulfur trifluorideHCID 867625832-(6-Chloropyrimidin-4-yl)propan-2-ol2회

생성물 1

HCID 867625844-Chloro-6-(2-fluoropropan-2-yl)pyrimidine

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
-78 °C

실험 절차

To a stirred solution of DAST (0.153 mL, 1.159 mmol) in DCM (5 mL) was added 2-(6-chloro-4-pyrimidinyl)-2-propanol (Intermediate 28, 100 mg, 0.579 mmol) dissolved in DCM (5 mL) dropwise, and the resulting mixture stirred under argon at −78° C. for 4 hrs. The reaction mixture was quenched with excess saturated sodium bicarbonate solution (50 mL) and extracted with DCM (2×20 mL). The organic layers were collected and solvent was removed gently in vacuo. Crude product in DCM was taken into the next reaction without further purification.

후처리

  1. customThe reaction mixture was quenched with excess saturated sodium bicarbonate solution (50 mL)
  2. extractionextracted with DCM (2×20 mL)
  3. customThe organic layers were collected
  4. customsolvent was removed gently in vacuo
  5. customCrude product in DCM was taken into the next reaction without further purification

출처 및 근거

ORD 기록
ord-3660b335b34844d592d26b9bae16f38b
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08796283B2

반응 노트

불러오는 중…