Trifluoroacetic acid → 7-amino-2-(ethylsulfanyl)-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrido[2,3-d]pyrimidin-4(3H)-one

HRID 570720노트

반응식

HRID 570720 반응식
[CH2:1]([S:3][C:4]1[N:5]([C:25]2[CH:30]=[CH:29][C:28]([O:31][CH2:32][C:33]([F:36])([F:35])[F:34])=[CH:27][CH:26]=2)[C:6](=[O:24])[C:7]2[CH:13]=[CH:12][C:11]([NH:14]CC3C=CC(OC)=CC=3)=[N:10][C:8]=2[N:9]=1)[CH3:2].C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O.C(=O)([O-])O.[Na+]>>[NH2:14][C:11]1[CH:12]=[CH:13][C:7]2[C:6](=[O:24])[N:5]([C:25]3[CH:26]=[CH:27][C:28]([O:31][CH2:32][C:33]([F:36])([F:35])[F:34])=[CH:29][CH:30]=3)[C:4]([S:3][CH2:1][CH3:2])=[N:9][C:8]=2[N:10]=1

참가 물질

5

반응물 4

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 516892Sodium BicarbonateHCID 866853792-(ethylsulfanyl)-7-[(4-methoxybenzyl)amino]-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrido[2,3-d]pyrimidin-4(3H)-one

생성물 1

HCID 866853807-amino-2-(ethylsulfanyl)-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrido[2,3-d]pyrimidin-4(3H)-one수율 60%

실험 절차

2-(Ethylsulfanyl)-7-[(4-methoxybenzyl)amino]-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrido[2,3-d]pyrimidin-4(3H)-one (63 mg) and anisole (26 μl) were added to trifluoroacetic acid (1 ml), and the mixture was heated under reflux for 1 hr and 30 min. The reaction mixture was basified with saturated aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate. The extract was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (29 mg) as a white solid.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 1 hr and 30 min
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with water and saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-ab51c3f660bc46a7a2b042083f836508
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09023858B2

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