Phosphorus oxychloride → 3,3'-(2-Chloropyrimidine-4,6-diyl)bis(8-oxa-3-azabicyclo[3.2.1]octane)

HRID 75425ノート

反応式

HRID 75425 の反応式
[CH:1]12[O:8][CH:5]([CH2:6][CH2:7]1)[CH2:4][N:3]([C:9]1[CH:14]=[C:13]([N:15]3[CH2:21][CH:20]4[O:22][CH:17]([CH2:18][CH2:19]4)[CH2:16]3)[N:12]=[C:11](O)[N:10]=1)[CH2:2]2.O=P(Cl)(Cl)[Cl:26]>>[Cl:26][C:11]1[N:10]=[C:9]([N:3]2[CH2:4][CH:5]3[O:8][CH:1]([CH2:7][CH2:6]3)[CH2:2]2)[CH:14]=[C:13]([N:15]2[CH2:21][CH:20]3[O:22][CH:17]([CH2:18][CH2:19]3)[CH2:16]2)[N:12]=1

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 178517877HCID 178517877、化合物

生成物 1

HCID 866658883,3'-(2-Chloropyrimidine-4,6-diyl)bis(8-oxa-3-azabicyclo[3.2.1]octane)収率 93%

反応条件

温度
100 °C

実験手順

In a 25 mL round-bottomed flask was placed 4,6-di(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)pyrimidin-2-ol (27), 12 mg, 0.038 mmol) in POCl3 (3 ml) to give a yellow solution. The mixture was stirred at 100° C. for 4 h. The mixture was cool to room temperature, poured on ice, and extracted with dichloromethane. The organic phase was dried over MgSO4, filtered and concentrated to give the title compound as a white crystalline solid (12 mg, 93%).

後処理

  1. customIn a 25 mL round-bottomed flask was placed
  2. temperatureThe mixture was cool to room temperature
  3. additionpoured on ice
  4. extractionextracted with dichloromethane
  5. dry with materialThe organic phase was dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-4efd0c7fad3648f0a27c02c0fdeebb29
出典データセット
uspto-grants-2014_09
特許番号
US08835429B2

反応ノート

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