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

반응식

HRID 394476 반응식
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

참가 물질

3

반응물 1

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-92c6149c9f0046d296c6220e1fc99766
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06602872B1

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