1-Phenylpiperazine → 3-Methyl-2-[4-[4-(4-phenylpiperazinylmethyl)benzoyl]benzylthio]thieno[3,2-d]pyrimidin-4(3H)-one

HRID 1291346ノート

反応式

HRID 1291346 の反応式
[SH:1][C:2]1[N:3]([CH3:12])[C:4](=[O:11])[C:5]2[S:10][CH:9]=[CH:8][C:6]=2[N:7]=1.Br[CH2:14][C:15]1[CH:30]=[CH:29][C:18]([C:19]([C:21]2[CH:26]=[CH:25][C:24]([CH2:27]Br)=[CH:23][CH:22]=2)=[O:20])=[CH:17][CH:16]=1.[CH:31]1[CH:32]=[CH:33][C:34]([N:37]2[CH2:42][CH2:41][NH:40][CH2:39][CH2:38]2)=[CH:35][CH:36]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:12][N:3]1[C:4](=[O:11])[C:5]2[S:10][CH:9]=[CH:8][C:6]=2[N:7]=[C:2]1[S:1][CH2:14][C:15]1[CH:30]=[CH:29][C:18]([C:19](=[O:20])[C:21]2[CH:26]=[CH:25][C:24]([CH2:27][N:40]3[CH2:41][CH2:42][N:37]([C:34]4[CH:35]=[CH:36][CH:31]=[CH:32][CH:33]=4)[CH2:38][CH2:39]3)=[CH:23][CH:22]=2)=[CH:17][CH:16]=1

参加物

6

反応物 4

HCID 70961-PhenylpiperazineHCID 11430Potassium CarbonateHCID 23039244,4'-Bis(bromomethyl)benzophenoneHCID 178481668HCID 178481668、化合物

生成物 1

HCID 189192423-Methyl-2-[4-[4-(4-phenylpiperazinylmethyl)benzoyl]benzylthio]thieno[3,2-d]pyrimidin-4(3H)-one収率 15.9%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 2-mercapto-3-methylthieno[3,2-d]-pyrimidin-4(3H)-one (990 mg), 4,4'-bis (bromomethyl)benzophenone (1.75 g), phenylpiperazine (810 mg) and potassium carbonate (828 mg) in DMF (30 ml) was stirred at 60° C. for 2 hours. This reaction mixture was concentrated and the residue was dissolved in ethyl acetate. The solution was washed with water, dried, and concentrated, and the residue was purified by silica gel column chromatography (chloroform: methanol: aqueous ammonia=250:1:0.1) to provide the title compound as light-yellow syrup (428 mg).

後処理

  1. concentrationThis reaction mixture was concentrated
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washThe solution was washed with water
  4. customdried
  5. concentrationconcentrated
  6. customthe residue was purified by silica gel column chromatography (chloroform: methanol: aqueous ammonia=250:1:0.1)

出典と根拠

ORDレコード
ord-da82c456386f405c9142af27998083c0
出典データセット
uspto-grants-1998_05
特許番号
US05753664

反応ノート

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