Potassium Carbonate → 4-[2-(4-methoxyphenyl)pyrazolo[1,5-b]pyridazin-3-yl]-N-phenylpyrimidin-2-amine

HRID 729351

반응식

HRID 729351 반응식
CN(C)/[CH:3]=[CH:4]/[C:5]([C:7]1[C:8]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)=[N:9][N:10]2[C:15]=1[CH:14]=[CH:13][CH:12]=[N:11]2)=O.[N+]([O-])([O-])=O.[C:29]1([NH:35][C:36]([NH2:38])=[NH2+:37])[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:23][O:22][C:19]1[CH:18]=[CH:17][C:16]([C:8]2[C:7]([C:5]3[CH:4]=[CH:3][N:38]=[C:36]([NH:35][C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)[N:37]=3)=[C:15]3[N:10]([N:11]=[CH:12][CH:13]=[CH:14]3)[N:9]=2)=[CH:21][CH:20]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 11301707(2E)-3-(dimethylamino)-1-[2-(4-methoxyphenyl)pyrazolo[1,5-b]pyridazin-3-yl]prop-2-en-1-oneHCID 178418786HCID 178418786, 화합물

생성물 1

HCID 65394104-[2-(4-methoxyphenyl)pyrazolo[1,5-b]pyridazin-3-yl]-N-phenylpyrimidin-2-amine수율 30%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
120 °C

실험 절차

To a solution of 100 mg (0.31 mmol) of (2E)-3-(dimethylamino)-1-[2-(4-methoxyphenyl)pyrazolo[1,5-b]pyridazin-3-yl]prop-2-en-1-one in 5 ml of N,N-dimethylformamide were added 103 mg (0.39 mmol) of N-phenylguanidinium nitrate and 153 mg (1.11 mmol) of potassium carbonate. The mixture was stirred at 120° C. for 28 hours. Removal of solvent followed by column chromatography with dichloromethane:methanol=100:1 gave the crude product. The crude product was washed with dichloromethane to afford the desired compound in 30% yield.

후처리

  1. customRemoval of solvent
  2. custommethanol=100:1 gave the crude product
  3. washThe crude product was washed with dichloromethane

출처 및 근거

ORD 기록
ord-4401cfab0a2844dca9a7665f338c2c5c
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07582630B2

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