Hydrazine → 1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazole-4-carbohydrazide

HRID 658672노트

반응식

HRID 658672 반응식
[CH3:1][C:2]1[C:6]([CH2:7][N:8]2[CH:12]=[C:11]([C:13](OCC)=[O:14])[CH:10]=[N:9]2)=[C:5]([CH3:18])[O:4][N:3]=1.[NH2:19][NH2:20]>CCO>[CH3:1][C:2]1[C:6]([CH2:7][N:8]2[CH:12]=[C:11]([C:13]([NH:19][NH2:20])=[O:14])[CH:10]=[N:9]2)=[C:5]([CH3:18])[O:4][N:3]=1

참가 물질

4

반응물 2

HCID 9321HydrazineHCID 57944988Ethyl 1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazole-4-carboxylate

생성물 1

HCID 579449511-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazole-4-carbohydrazide수율 97.4%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Ethyl 1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazole-4-carboxylate (example 10-1c) (6 g, 24 mmol) and hydrazine (7.5 g, 240 mmol) were stirred in EtOH (100 mL) at reflux for 12 hours. The solution was concentrated on the rotovap and the solid product was triturated with ethyl acetate/hexanes (1/9) and dried under high vacuum to afford 1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazole-4-carbohydrazide (5.5 g, 97%) as a pure white solid. 1H NMR (DMSO-d6, 400 MHz): δ2.11 (s, 3H), 2.39 (s, 3H), 5.15 (s, 2H), 7.81 (s, 1H), 8.17 (s, 1H), 9.31 (bs, 1H).

후처리

  1. temperatureat reflux for 12 hours
  2. concentrationThe solution was concentrated on the rotovap
  3. customthe solid product was triturated with ethyl acetate/hexanes (1/9)
  4. customdried under high vacuum

출처 및 근거

ORD 기록
ord-b793a0d1eb6846dcb3ad7d6e2fe17063
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08076491B2

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