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

HRID 570719노트

반응식

HRID 570719 반응식
[CH3:1][O:2][C:3]1[CH:34]=[CH:33][C:6]([CH2:7][NH:8][C:9]2[CH:10]=[CH:11][C:12]3[C:17](=[O:18])[N:16]([C:19]4[CH:24]=[CH:23][C:22]([O:25][CH2:26][C:27]([F:30])([F:29])[F:28])=[CH:21][CH:20]=4)[C:15](=[S:31])[NH:14][C:13]=3[N:32]=2)=[CH:5][CH:4]=1.I[CH2:36][CH3:37].[OH-].[Na+].Cl>O.CN(C)C=O>[CH2:36]([S:31][C:15]1[N:16]([C:19]2[CH:24]=[CH:23][C:22]([O:25][CH2:26][C:27]([F:29])([F:28])[F:30])=[CH:21][CH:20]=2)[C:17](=[O:18])[C:12]2[CH:11]=[CH:10][C:9]([NH:8][CH2:7][C:6]3[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:34][CH:33]=3)=[N:32][C:13]=2[N:14]=1)[CH3:37]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 6340IodoethaneHCID 14798Sodium HydroxideHCID 866853787-[(4-methoxybenzyl)amino]-2-thioxo-3-[4-(2,2,2-trifluoroethoxy)phenyl]-2,3-dihydropyrido[2,3-d]pyrimidin-4(1H)-one

생성물 1

HCID 866853792-(ethylsulfanyl)-7-[(4-methoxybenzyl)amino]-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrido[2,3-d]pyrimidin-4(3H)-one

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

반응 조건

온도
50 °C

실험 절차

7-[(4-Methoxybenzyl)amino]-2-thioxo-3-[4-(2,2,2-trifluoroethoxy)phenyl]-2,3-dihydropyrido[2,3-d]pyrimidin-4(1H)-one (108 mg), iodoethane (53 μl) and 1M aqueous sodium hydroxide solution (220 μl) were added to N,N-dimethylformamide (2 ml), and the mixture was stirred at 50° C. for 1 hr. To the reaction mixture were added 1M hydrochloric acid and water, and the mixture was 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 (NH, ethyl acetate/hexane) to give the white title compound (63 mg).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with water and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe obtained residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-0da56619eb8c4f268b9a4f13ab3d89e4
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09023858B2

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