Benzil → 2,3-Diphenylpyrido[2,3-b]pyrazine

HRID 406242ノート

反応式

HRID 406242 の反応式
[C:1]1([C:7]([C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=O)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N:17]1[CH:22]=[CH:21][CH:20]=[C:19]([NH2:23])[C:18]=1[NH2:24]>CO.C(O)(=O)C>[C:1]1([C:7]2[N:23]=[C:19]3[CH:20]=[CH:21][CH:22]=[N:17][C:18]3=[N:24][C:9]=2[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

5

反応物 2

HCID 8651BenzilHCID 99562,3-Diaminopyridine

生成物 1

HCID 8175662,3-Diphenylpyrido[2,3-b]pyrazine

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 887Methanol溶媒

反応条件

温度
60 °C

実験手順

A solution of benzil (45.7 g, 217 mmol) and pyridine-2,3-diamine (23.7 g, 217 mmol) in methanol (514 ml) and acetic acid (57 ml) was heated at 160° C. for 10 mins using microwave radiation. The reaction mixture was concentrated in vacuo. To the crude residue in methanol (510 ml) was added activated charcoal (25 g) and the suspension was stirred at 60° C. for 1 h. The suspension was filtered hot, cooled and then was stirred in an ice bath. The solid was filtered, washed with cold methanol (50 ml) and dried in vacuo at 40° C. overnight to afford the title compound as pale brown crystals.

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additionTo the crude residue in methanol (510 ml) was added activated charcoal (25 g)
  3. filtrationThe suspension was filtered hot
  4. temperaturecooled
  5. stirringwas stirred in an ice bath
  6. filtrationThe solid was filtered
  7. washwashed with cold methanol (50 ml)
  8. customdried in vacuo at 40° C. overnight

出典と根拠

ORDレコード
ord-0f9e531578db41f681e0911754de6e29
出典データセット
uspto-grants-2014_06
特許番号
US08754085B2

反応ノート

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