Chloroacetaldehyde → HCID 18001294、化合物

HRID 478227

反応式

HRID 478227 の反応式
[NH2:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.[CH3:9][O-].[Na+].Cl[CH2:13][CH:14]=[O:15]>CO.O>[CH3:9][O:15][C:14]1[CH:13]=[CH:4][N:3]2[CH:5]=[CH:6][N:7]=[C:2]2[N:1]=1

参加物

6

反応物 3

HCID 33ChloroacetaldehydeHCID 2233322-Amino-4-chloropyrimidineHCID 10942334Sodium Methoxide

生成物 1

HCID 18001294HCID 18001294、化合物収率 67%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

2-Amino-4-chloropyrimidine (1.00 g, 7.72 mmol) and sodium methoxide (1.25 g, 23.2 mmol) were suspended in methanol (20 ml) and heated under reflux for 2 h then cooled to ambient temperature. Chloroacetaldehyde (2.4 ml of a 45% w/w solution in water, 15.44 mmol) was added and the mixture heated under reflux for 22 h, allowed to cool to ambient temperature then pre-adsorbed directly onto silica. Purification by chromatography on silica gel eluting with dichloromethane (containing 1% conc. ammonia) on a gradient of methanol (1-4%) gave 7-methoxyimidazo[1,2-a]pyrimidine (0.77 g, 67%) as a white crystalline solid: δH (400 MHz, CDCl3) 4.04 (3H, s), 6.41 (1H, d, J 7), 7.31 (1H, d, J 1), 7.50 (1H, d, J 1), 8.17 (1H, d, J 7).

後処理

  1. temperatureheated
  2. temperatureunder reflux for 2 h
  3. temperaturethe mixture heated
  4. temperatureunder reflux for 22 h
  5. temperatureto cool to ambient temperature
  6. customPurification by chromatography on silica gel eluting with dichloromethane (containing 1% conc. ammonia) on a gradient of methanol (1-4%)

出典と根拠

ORDレコード
ord-8e1ea295441a4334beabc5a39142bb53
出典データセット
uspto-grants-2003_11
特許番号
US06642229B2

関連ノート

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