5-(2-Methylsulfonylpyrimidin-4-yl)-6-(3-trifluoromethylphenyl)-4,5-dihydro-2H-pyridazin-3-one → (s)-5-[2-(1-Phenylethylamino)pyrimidin-4-yl]-6-(3-trifluoromethylphenyl)-4,5-dihydro-2H-pyridazin-3-one

HRID 394476ノート

反応式

HRID 394476 の反応式
CS([C:5]1[N:10]=[C:9]([CH:11]2[C:16]([C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=3)=[N:15][NH:14][C:13](=[O:27])[CH2:12]2)[CH:8]=[CH:7][N:6]=1)(=O)=O>O1CCCC1>[C:17]1([CH:16]([NH:15][C:5]2[N:10]=[C:9]([C@H:11]3[C:16]([C:17]4[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:24])([F:26])[F:25])[CH:18]=4)=[N:15][NH:14][C:13](=[O:27])[CH2:12]3)[CH:8]=[CH:7][N:6]=2)[CH3:11])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

参加物

3

反応物 1

HCID 181766135-(2-Methylsulfonylpyrimidin-4-yl)-6-(3-trifluoromethylphenyl)-4,5-dihydro-2H-pyridazin-3-one

生成物 1

HCID 70023896(s)-5-[2-(1-Phenylethylamino)pyrimidin-4-yl]-6-(3-trifluoromethylphenyl)-4,5-dihydro-2H-pyridazin-3-one

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Compound 7 (5.00 g, 13.1 mmol), s-(−)-α-methylbenzylamine (3.37 mL, 26.2 mmol) and tetrahydrofuran (100 mL) were heated to reflux under argon for 24 h. The solvent was removed in vacuo. Purification by flash column chromatography (methylene chloride:methanol: ammonium hydroxide 98:2:0.2) gave Compound 8 as a foam: 5.0 g (9.6 mmol, 73%).

後処理

  1. temperatureto reflux under argon for 24 h
  2. customThe solvent was removed in vacuo
  3. customPurification by flash column chromatography (methylene chloride:methanol: ammonium hydroxide 98:2:0.2)

出典と根拠

ORDレコード
ord-92c6149c9f0046d296c6220e1fc99766
出典データセット
uspto-grants-2003_08
特許番号
US06602872B1

反応ノート

読み込み中…