Phosphorus oxychloride → 7-Bromoimidazo(1,5-a)pyridine

HRID 252350ノート

反応式

HRID 252350 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:8][NH:9][CH:10]=O)[CH:3]=1.P(Cl)(Cl)(Cl)=O>C1C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][N:5]2[CH:10]=[N:9][CH:8]=[C:4]2[CH:3]=1

参加物

4

反応物 2

HCID 24813Phosphorus oxychlorideHCID 86071649N-((4-bromopyridin-2-yl)methyl)formamide

生成物 1

HCID 668886407-Bromoimidazo(1,5-a)pyridine

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

A solution of 10.75 g of N-(4-bromopyridin-2-ylmethyl)formamide in 100 ml of benzene is admixed with 8.43 g of phosphorus oxychloride. The reaction mixture is heated to reflux over 4 hours. The reaction mixture is subsequently cooled to room temperature and concentrated by evaporation, and the residue is admixed with 200 ml of water. The aqueous solution is basified with 1M NaOH and extracted with dichloromethane (3×300 ml). The combined organic phases are washed with 300 ml of water, dried over sodium sulphate and concentrated by evaporation. The title compound is identified on the basis of the Rf value from the residue by means of flash chromatography (SiO2 60F).

後処理

  1. temperatureThe reaction mixture is heated
  2. temperatureto reflux over 4 hours
  3. concentrationconcentrated by evaporation
  4. extractionextracted with dichloromethane (3×300 ml)
  5. washThe combined organic phases are washed with 300 ml of water
  6. dry with materialdried over sodium sulphate
  7. concentrationconcentrated by evaporation

出典と根拠

ORDレコード
ord-6e1e78d315724d92806a1550606e2da6
出典データセット
uspto-grants-2011_01
特許番号
US07868036B2

反応ノート

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