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 1951388노트

반응식

HRID 1951388 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-7f9f1533215c4828930e23cbdfe42c8d
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08404709B2

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