Water → 3-[Bis(4-methoxybenzyl)amino]-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-5-phenyl-2-pyrazinecarbonitrile

HRID 915041ノート

反応式

HRID 915041 の反応式
[CH:1]([N:4]1[C:9](=[O:10])[CH:8]=[CH:7][C:6]([C:11]2[N:16]=[C:15]([C:17]#[N:18])[C:14]([NH:19][CH2:20][C:21]3[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=3)=[N:13][C:12]=2[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[N:5]1)([CH3:3])[CH3:2].[H-].[Na+].Cl[CH2:38][C:39]1[CH:44]=[CH:43][C:42]([O:45][CH3:46])=[CH:41][CH:40]=1.O>CC(N(C)C)=O>[CH3:28][O:27][C:24]1[CH:23]=[CH:22][C:21]([CH2:20][N:19]([CH2:38][C:39]2[CH:44]=[CH:43][C:42]([O:45][CH3:46])=[CH:41][CH:40]=2)[C:14]2[C:15]([C:17]#[N:18])=[N:16][C:11]([C:6]3[CH:7]=[CH:8][C:9](=[O:10])[N:4]([CH:1]([CH3:3])[CH3:2])[N:5]=3)=[C:12]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[N:13]=2)=[CH:26][CH:25]=1

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 699934-Methyloxybenzyl chlorideHCID 693318746-(1-Isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-3-[(4-methoxybenzyl)amino]-5-phenyl-2-pyrazinecarbonitrile

生成物 1

HCID 693319503-[Bis(4-methoxybenzyl)amino]-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-5-phenyl-2-pyrazinecarbonitrile

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

反応条件

温度
22.5 °C

実験手順

6-(1-Isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-3-[(4-methoxybenzyl)amino]-5-phenyl-2-pyrazinecarbonitrile (14.61 g) was added to a suspension of NaH (60% in oil suspension) (1.36 g) in DMA (36.5 ml) and the mixture was stirred at 20-25° C. for an hour. After addition of 1-(chloromethyl)-4-methoxybenzene (4.82 ml), the mixture was stirred at the same temperature for 20 hours. To the reaction mixture was added water (183 ml) and a precipitate was collected by filtration. The precipitate was purified by column chromatography on silica gel (EtOAc only) to give a solid. The solid was crystallized from a mixture of n-hexane and CHCl3 to give 3-[bis(4-methoxybenzyl)amino]-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-5-phenyl-2-pyrazinecarbonitrile (16.58 g).

後処理

  1. stirringthe mixture was stirred at the same temperature for 20 hours
  2. filtrationa precipitate was collected by filtration
  3. customThe precipitate was purified by column chromatography on silica gel (EtOAc only)
  4. customto give a solid
  5. customThe solid was crystallized from a mixture of n-hexane and CHCl3

出典と根拠

ORDレコード
ord-50d12557b217420f95f60f4dd7f738cf
出典データセット
uspto-grants-2007_09
特許番号
US07265120B2

反応ノート

読み込み中…