Pyridinium hydrochloride → 4-{8-[4-(4-Methylpiperazin-1-yl)phenylamino]imidazo[1,2-a]pyrazin-5-yl}-1H-pyridin-2-one

HRID 1366124노트

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HRID 1366124 반응식
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15]3[C:16]4[N:17]([CH:30]=[CH:31][N:32]=4)[C:18]([C:21]4[CH:26]=[CH:25][N:24]=[C:23]([O:27]CC)[CH:22]=4)=[CH:19][N:20]=3)=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.Cl.[NH+]1C=CC=CC=1>O>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:9]=[CH:10][C:11]([NH:14][C:15]3[C:16]4[N:17]([CH:30]=[CH:31][N:32]=4)[C:18]([C:21]4[CH:26]=[CH:25][NH:24][C:23](=[O:27])[CH:22]=4)=[CH:19][N:20]=3)=[CH:12][CH:13]=2)[CH2:4][CH2:3]1

참가 물질

4

반응물 2

HCID 21584435Pyridinium hydrochlorideHCID 59023089(4-(4-Methylpiperazin-1-yl)phenyl)-[5-(2-ethoxypyridin-4-yl)-imidazo[1,2-a]pyrazin-8-yl]amine

생성물 1

HCID 573940024-{8-[4-(4-Methylpiperazin-1-yl)phenylamino]imidazo[1,2-a]pyrazin-5-yl}-1H-pyridin-2-one

시약·촉매·용매 1

HCID 962Water용매

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온도
150 °C

실험 절차

A mixture of (4-(4-methylpiperazin-1-yl)phenyl)-[5-(2-ethoxypyridin-4-yl)-imidazo[1,2-a]pyrazin-8-yl]amine (103 mg, 0.24 mmol) and pyridinium hydrochloride (130 mg, 1.2 mmol) in water (0.2 mL) is heated at 150° C. for 25 minutes in a sealed tube. After this time the solvent is removed in vacuo. The residue is chromatographed on silica gel, eluting with DCM followed by 92:8 DCM:NH3 (7M in MeOH), and the fractions containing the desired product are combined and evaporated to afford the title compound as a solid. HPLC (254 nm): Rt 1.70 min (99.7%); m/z (APCI) 402 (M+H)+.

후처리

  1. customAfter this time the solvent is removed in vacuo
  2. customThe residue is chromatographed on silica gel
  3. washeluting with DCM
  4. additionNH3 (7M in MeOH), and the fractions containing the desired product
  5. customevaporated

출처 및 근거

ORD 기록
ord-18b3f5709fd34197bc0b013f64f90758
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07893058B2

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