Chloroacetaldehyde → 5-Bromo-8-methylimidazo[1,2-a]pyridine

HRID 1922742

反応式

HRID 1922742 の反応式
[Br:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH3:9])=[CH:4][CH:3]=1.Cl[CH2:11][CH:12]=O>>[Br:1][C:2]1[N:7]2[CH:11]=[CH:12][N:8]=[C:6]2[C:5]([CH3:9])=[CH:4][CH:3]=1

参加物

3

反応物 2

HCID 33ChloroacetaldehydeHCID 596053846-Bromo-3-methylpyridin-2-amine

生成物 1

HCID 596052165-Bromo-8-methylimidazo[1,2-a]pyridine収率 95%

反応条件

温度
100 °C

実験手順

A mixture of 6-bromo-3-methylpyridin-2-ylamine (359 mg, 1.92 mmol) and chloroacetaldehyde (1 mL, 50 wt. % in water) in IMS (4 mL) was stirred at 100° C. in a sealed tube for 1.5 hours, then cooled to room temperature and loaded onto an Isolute® SCX-2 cartridge (10 g). The cartridge was washed with MeOH then eluted with 2 M NH3 in MeOH to give 5-Bromo-8-methylimidazo[1,2-a]pyridine as a beige solid (387 mg, 95%). 1H NMR (400 MHz, CHCl3-d): δ 7.79 (d, J=1.3 Hz, 1 H); 7.69 (d, J=1.3 Hz, 1 H); 6.96 (d, J=7.3 Hz, 1 H); 6.91 (dq, J=7.3, 1.1 Hz, 1 H); 2.61 (d, J=1.1 Hz, 3 H).

後処理

  1. temperaturecooled to room temperature
  2. washThe cartridge was washed with MeOH
  3. washthen eluted with 2 M NH3 in MeOH

出典と根拠

ORDレコード
ord-af416d314f1c4518ba6af18b1a33ddef
出典データセット
uspto-grants-2012_05
特許番号
US08173650B2

関連ノート

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