Phosphorus oxychloride → 4-(4-(5-Chloroimidazo[1,2-c]pyrimidin-7-yl)phenyl)morpholine

HRID 1853043ノート

反応式

HRID 1853043 の反応式
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:12]=[CH:11][C:10]([C:13]3[N:18]=[C:17](O)[N:16]4[CH:20]=[CH:21][N:22]=[C:15]4[CH:14]=3)=[CH:9][CH:8]=2)[CH2:3][CH2:2]1.O=P(Cl)(Cl)[Cl:25]>ClCCl>[Cl:25][C:17]1[N:16]2[CH:20]=[CH:21][N:22]=[C:15]2[CH:14]=[C:13]([C:10]2[CH:11]=[CH:12][C:7]([N:4]3[CH2:5][CH2:6][O:1][CH2:2][CH2:3]3)=[CH:8][CH:9]=2)[N:18]=1

参加物

4

反応物 2

HCID 24813Phosphorus oxychlorideHCID 178517514HCID 178517514、化合物

生成物 1

HCID 866853244-(4-(5-Chloroimidazo[1,2-c]pyrimidin-7-yl)phenyl)morpholine収率 7.53%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
100 °C

実験手順

A suspension of 7-(4-morpholinophenyl)imidazo[1,2-c]pyrimidin-5-ol (0.500 g, 1.69 mmol) in POCl3 (1.54 mL, 16.9 mmol) was heated to 100° C. and allowed to proceed overnight. The reaction was transferred to a flask with dichloromethane and the organics were concentrated under reduced pressure. To the crude material was added water and the mixture was stirred for 20 minutes at ambient temperature before it was neutralized with 1N NaOH to a pH of 7. The solids were collected by vacuum filtration and washed with water. The solids were purified by silica gel column chromatography eluting with 15% acetone in dichloromethane to afford 4-(4-(5-chloroimidazo[1,2-c]pyrimidin-7-yl)phenyl)morpholine (0.0400 g, 0.127 mmol, 7.53% yield). MS (apci) m/z=315.1 (M+H).

後処理

  1. concentrationthe organics were concentrated under reduced pressure
  2. additionTo the crude material was added water
  3. filtrationThe solids were collected by vacuum filtration
  4. washwashed with water
  5. customThe solids were purified by silica gel column chromatography
  6. washeluting with 15% acetone in dichloromethane

出典と根拠

ORDレコード
ord-7b9df53a8e7b43ef93abd9458cbd21f5
出典データセット
uspto-grants-2015_02
特許番号
US08962596B2

反応ノート

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