2-Bromopyridine → 1-(Pyridin-2-yl)imidazolidin-2-one

HRID 1442877ノート

反応式

HRID 1442877 の反応式
[NH:1]1[CH2:5][CH2:4][NH:3][C:2]1=[O:6].Br[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1.CC([O-])=O.[K+]>N1C=CC=CC=1.[Cu].Cl[Cu]>[N:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[N:1]1[CH2:5][CH2:4][NH:3][C:2]1=[O:6]

参加物

7

反応物 3

HCID 79732-BromopyridineHCID 84532-ImidazolidinoneHCID 517044Potassium Acetate

生成物 1

HCID 2942411-(Pyridin-2-yl)imidazolidin-2-one

試薬・触媒・溶媒 3

HCID 23978Copper触媒HCID 62652Cuprous chloride触媒HCID 1049Pyridine溶媒

反応条件

温度
60 °C

実験手順

A mixture of 2-imidazolidinone (1.00 g, 11.6 mmol), 2-bromopyridine (3.40 mL, 34.8 mmol), copper powder (2.58 g, 40.7 mmol), CuCl (230 mg, 2.32 mmol), and KOAc (3.99 g, 40.7 mmol) in pyridine (10 mL) was heated at 60° C. for 18 h. The cooled mixture was partitioned between CHCl3 (100 mL) and 10% aqueous citric acid (50 mL). The aqueous layer was adjusted to pH 11 with 10 N aqueous NaOH, extracted with CHCl3 (3×100 mL), and these organic layers were combined and dried over Na2SO4, filtered, and concentrated under reduced pressure, to give the title compound in sufficient purity for use in the next step. MS: m/z=164 (M+1).

後処理

  1. customThe cooled mixture was partitioned between CHCl3 (100 mL) and 10% aqueous citric acid (50 mL)
  2. extractionextracted with CHCl3 (3×100 mL)
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-5619a3604ca0456fa99ac7aa39994fad
出典データセット
uspto-grants-2010_02
特許番号
US07659300B2

反応ノート

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