2-Chloropyrimidine → HCID 57420158、化合物

HRID 1619218ノート

反応式

HRID 1619218 の反応式
Cl.[CH:2]12[NH:9][CH:6]([CH2:7][CH2:8]1)[CH2:5][C:4](=[O:10])[CH2:3]2.Cl[C:12]1[N:17]=[CH:16][CH:15]=[CH:14][N:13]=1.C([O-])(O)=O.[Na+]>C(O)(C)C>[N:13]1[CH:14]=[CH:15][CH:16]=[N:17][C:12]=1[N:9]1[CH:6]2[CH2:7][CH2:8][CH:2]1[CH2:3][C:4](=[O:10])[CH2:5]2

参加物

5

反応物 3

HCID 744042-ChloropyrimidineHCID 516892Sodium BicarbonateHCID 130912188-Azabicyclo[3.2.1]octan-3-one hydrochloride

生成物 1

HCID 57420158HCID 57420158、化合物収率 63.7%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

A solution of 8-aza-bicyclo[3.2.1]octan-3-one hydrochloric acid (5.0 g, 30.9 mmol), 2-chloro-pyrimidine (4.95 g, 43.2 mmol), NaHCO3(7.78 g, 92.7 mmol) and isopropanol (200 ml) was maintained at reflux over weekend. The resulting reaction mixture was concentrated and purified by ISCO to afford 8-pyrimidin-2-yl-8-aza-bicyclo[3.2.1]octan-3-one (4.0 g, 52.9%) as a white solid: MS (M+1)=204. 1H NMR (MeOH) 8.36 (d, J=12 Hz 2H), 6.75 (m, 1H), 4.97 (m, 2H), 2.75 (d, J=12 Hz, 1H), 2.71 (d, J=12 Hz, 1H), 2.32 (d, J=50 Hz, 2H), 2.22 (m, 2H), 1.87 (m, 2H).

後処理

  1. temperatureat reflux over weekend
  2. customThe resulting reaction mixture
  3. concentrationwas concentrated
  4. custompurified by ISCO

出典と根拠

ORDレコード
ord-d25a4282cb484ebdb7b1a7dc4aef0e2c
出典データセット
uspto-grants-2014_07
特許番号
US08772291B2

反応ノート

読み込み中…