4-Amino-1,2-dihydropyridin-2-one → 3-Acetyl-2-methyl-4-[4-nitro-2-(trifluoromethyl)phenyl]-4,6-dihydro-1,6-naphthyridin-5(1H)-one

HRID 1951388

反応式

HRID 1951388 の反応式
[N+:1]([C:4]1[CH:17]=[CH:16][C:7]([CH:8]=[C:9]([C:13](=[O:15])[CH3:14])[C:10](=O)[CH3:11])=[C:6]([C:18]([F:21])([F:20])[F:19])[CH:5]=1)([O-:3])=[O:2].[NH2:22][C:23]1[CH:28]=[CH:27][NH:26][C:25](=[O:29])[CH:24]=1>C(O)(C)C>[C:13]([C:9]1[CH:8]([C:7]2[CH:16]=[CH:17][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][C:6]=2[C:18]([F:19])([F:20])[F:21])[C:24]2[C:25](=[O:29])[NH:26][CH:27]=[CH:28][C:23]=2[NH:22][C:10]=1[CH3:11])(=[O:15])[CH3:14]

参加物

4

反応物 2

HCID 5735304-Amino-1,2-dihydropyridin-2-oneHCID 596030233-[4-Nitro-2-(trifluoromethyl)benzylidene]pentane-2,4-dione

生成物 1

HCID 596030333-Acetyl-2-methyl-4-[4-nitro-2-(trifluoromethyl)phenyl]-4,6-dihydro-1,6-naphthyridin-5(1H)-one

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

1.28 g (4.24 mmol) of 3-[4-nitro-2-(trifluoromethyl)benzylidene]pentane-2,4-dione and 484 mg (4.24 mmol) of 4-aminopyridin-2(1H)-one [Searls, T., McLaughlin, L. W., Tetrahedron 55, 11985-11996 (1999)] are dissolved in 25 ml of isopropanol and heated under reflux under argon for 12 h. Cooling is followed by filtration, and the remaining solid is washed with diethyl ether (40 ml). 990 mg (58% of theory) of the title compound are obtained as a white solid.

後処理

  1. temperatureheated
  2. temperatureunder reflux under argon for 12 h
  3. temperatureCooling
  4. filtrationis followed by filtration
  5. washthe remaining solid is washed with diethyl ether (40 ml)

出典と根拠

ORDレコード
ord-7f9f1533215c4828930e23cbdfe42c8d
出典データセット
uspto-grants-2013_03
特許番号
US08404709B2

関連ノート

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