Cyclobutanecarbonyl chloride → N-(3-(3-methyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)phenyl)cyclobutanecarboxamide

HRID 35632

반응식

HRID 35632 반응식
[CH3:1][C:2]1[N:6]2[N:7]=[C:8]([C:11]3[CH:16]=[CH:15][CH:14]=[C:13]([NH2:17])[CH:12]=3)[CH:9]=[CH:10][C:5]2=[N:4][N:3]=1.C(N(CC)C(C)C)(C)C.[CH:27]1([C:31](Cl)=[O:32])[CH2:30][CH2:29][CH2:28]1>ClCCl>[CH3:1][C:2]1[N:6]2[N:7]=[C:8]([C:11]3[CH:12]=[C:13]([NH:17][C:31]([CH:27]4[CH2:30][CH2:29][CH2:28]4)=[O:32])[CH:14]=[CH:15][CH:16]=3)[CH:9]=[CH:10][C:5]2=[N:4][N:3]=1

참가 물질

5

반응물 3

HCID 78705Cyclobutanecarbonyl chlorideHCID 81531DiisopropylethylamineHCID 127268683-Methyl-6-[3-(amino)phenyl]-1,2,4-triazolo[4,3-b]pyridazine

생성물 1

HCID 15595670N-(3-(3-methyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)phenyl)cyclobutanecarboxamide수율 25.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 7.0 g of 3-methyl-6-(3-aminophenyl)-1,2,4-triazolo[4,3-b]pyridazine in 1.5 liters of dichloromethane was added 6 ml of N,N-diisopropylethylamine and 4.0 g of cyclobutane carboxylic acid chloride. This soltution was stirred for 4 hours, washed with 200 ml of saturated aqueous sodium bicarbonate, dried and evaported in vacuo. A small amount of dichloromethane was added and the mixture warmed to give 2.45 g of crystals. A second crop (3.5 g) was recovered from the mother liquor. Recrystallization from dichloromethane-hexane gave the desired compound as white crystals, mp 242°-245° C.

후처리

  1. washwashed with 200 ml of saturated aqueous sodium bicarbonate
  2. customdried
  3. additionA small amount of dichloromethane was added
  4. temperaturethe mixture warmed

출처 및 근거

ORD 기록
ord-d292970282fe4c22ab595e474606dacb
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04767765

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