Morpholine → 4-(6-Chloropyrimidin-4-yl)morpholine

HRID 594054

反応式

HRID 594054 の反応式
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.[NH:9]1[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1.C(N(CC)CC)C>CCO>[Cl:8][C:6]1[N:5]=[CH:4][N:3]=[C:2]([N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)[CH:7]=1

参加物

5

反応物 3

HCID 8083MorpholineHCID 8471TriethylamineHCID 709434,6-Dichloropyrimidine

生成物 1

HCID 7960704-(6-Chloropyrimidin-4-yl)morpholine収率 93%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of 4,6-dichloropyrimidine (1.0 equiv.) in EtOH (0.44 M) was added morpholine (1.0 equiv.) followed by triethylamine (1.10 equiv.). The resulting mixture was stirred at RT for 16 hours. The reaction mixture was then concentrated in vacuo and dried under high vacuum over 20 h to yield 4-(6-chloropyrimidin-4-yl)morpholine as a white solid in 93% yield. LCMS (m/z) (M+H)=200.0/201.8, Rt=0.35 min. 1H NMR (400 MHz, <cdcl3>) δ ppm 3.53-3.71 (m, 4H) 3.72-3.83 (m, 4H) 6.51 (s, 1H) 8.39 (s, 1H) 11.75 (br. s., 1H).

後処理

  1. concentrationThe reaction mixture was then concentrated in vacuo
  2. customdried under high vacuum over 20 h

出典と根拠

ORDレコード
ord-e9f4c71f8d474a7d929dd8217a406dec
出典データセット
uspto-grants-2016_01
特許番号
US09242969B2

関連ノート

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