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

HRID 1921747ノート

反応式

HRID 1921747 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
150 °C

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-54b01202bf7442f49c18f148dd374239
出典データセット
uspto-grants-2012_05
特許番号
US08173656B2

反応ノート

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