1,1-Dimethylhydrazine → 4-{7-[2-(4-Methyl-piperazin-1-yl)-pyrimidin-5-yl]-imidazo[1,2-a]pyridin-3-yl}-phenylamine

HRID 1446751노트

반응식

HRID 1446751 반응식
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[N:13]=[CH:12][C:11]([C:14]3[CH:19]=[CH:18][N:17]4[C:20]([C:23]5[CH:28]=[CH:27][C:26]([N+:29]([O-])=O)=[CH:25][CH:24]=5)=[CH:21][N:22]=[C:16]4[CH:15]=3)=[CH:10][N:9]=2)[CH2:4][CH2:3]1.CN(C)N>CO.[Fe](Cl)(Cl)Cl>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([C:8]2[N:13]=[CH:12][C:11]([C:14]3[CH:19]=[CH:18][N:17]4[C:20]([C:23]5[CH:28]=[CH:27][C:26]([NH2:29])=[CH:25][CH:24]=5)=[CH:21][N:22]=[C:16]4[CH:15]=3)=[CH:10][N:9]=2)[CH2:6][CH2:7]1

참가 물질

5

반응물 2

HCID 59761,1-DimethylhydrazineHCID 685412717-[2-(4-Methyl-piperazin-1-yl)-pyrimidin-5-yl]-3-(4-nitro-phenyl)-imidazo[1,2-a]pyridine

생성물 1

HCID 685432324-{7-[2-(4-Methyl-piperazin-1-yl)-pyrimidin-5-yl]-imidazo[1,2-a]pyridin-3-yl}-phenylamine

시약·촉매·용매 2

HCID 24380Iron chloride (FeCl3)촉매HCID 887Methanol용매

반응 조건

온도
70 °C

실험 절차

Combine 7-[2-(4-methyl-piperazin-1-yl)-pyrimidin-5-yl]-3-(4-nitro-phenyl)-imidazo[1,2-a]pyridine (0.372 g, 0.895 mmol), iron(III) chloride (0.007 g, 0.045 mmol), and 1,1-dimethylhydrazine (0.68 mL, 8.95 mmol) in methanol (10 mL). Attach a reflux condenser, and heat the mixture to 70° C., stir overnight (15 hours), and cool to room temperature. Slurry the mixture into additional methanol and filter through Celite® 521. Concentrate the solution in vacuo to afford yellow solid intermediate amine, 4-{7-[2-(4-methyl-piperazin-1-yl)-pyrimidin-5-yl]-imidazo[1,2-a]pyridin-3-yl}-phenylamine. Use as is. MS(ES), m/z 386 (M+1)

후처리

  1. temperaturecool to room temperature
  2. filtrationSlurry the mixture into additional methanol and filter through Celite® 521
  3. concentrationConcentrate the solution in vacuo

출처 및 근거

ORD 기록
ord-71e16f5b6c134de58f5482dca9116e78
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07666879B2

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