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

HRID 2401199ノート

反応式

HRID 2401199 の反応式
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

参加物

4

反応物 2

HCID 123472(Diethylamino)sulfur trifluorideHCID 867625832-(6-Chloropyrimidin-4-yl)propan-2-ol2 回

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
-78 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3660b335b34844d592d26b9bae16f38b
出典データセット
uspto-grants-2014_08
特許番号
US08796283B2

反応ノート

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