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

HRID 2276586노트

반응식

HRID 2276586 반응식
[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

참가 물질

5

반응물 2

HCID 8651BenzilHCID 99562,3-Diaminopyridine

생성물 1

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

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 887Methanol용매

반응 조건

온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-937c90e9fcdc4012a6db69a34364f29f
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09132127B2

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