Pyridine → 2-methoxymethyl-7-(3-trifluoromethyl-pyridin-2-yl)-3H-pyrido[2,3-d]pyrimidin-4-one

HRID 2054334노트

반응식

HRID 2054334 반응식
[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[C:13]([C:14]([F:17])([F:16])[F:15])=[CH:12][CH:11]=[CH:10][N:9]=2)[CH:5]=[CH:4][C:3]=1[C:18]([NH2:20])=[O:19].N1C=CC=CC=1.[CH3:27][O:28][CH2:29][C:30](Cl)=O.[OH-].[Na+]>C1COCC1>[CH3:27][O:28][CH2:29][C:30]1[NH:20][C:18](=[O:19])[C:3]2[CH:4]=[CH:5][C:6]([C:8]3[C:13]([C:14]([F:17])([F:16])[F:15])=[CH:12][CH:11]=[CH:10][N:9]=3)=[N:7][C:2]=2[N:1]=1

참가 물질

6

반응물 4

HCID 1049PyridineHCID 14798Sodium HydroxideHCID 96623Methoxyacetyl chlorideHCID 596557626-Amino-3'-trifluoromethyl-[2,2']bipyridinyl-5-carboxylic acid amide

생성물 1

HCID 1360187442-methoxymethyl-7-(3-trifluoromethyl-pyridin-2-yl)-3H-pyrido[2,3-d]pyrimidin-4-one

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Dissolve 6-amino-3′-trifluoromethyl-[2,2′]bipyridinyl-5-carboxylic acid amide (0.564 g, 2.0 mmol) in anhydrous THF (10 mL) under N2 atmosphere. Add dropwise pyridine (0.325 mL, 4.0 mmol) and methoxyacetyl chloride (0.365 mL, 4.0 mmol) to the reaction mixture and stir at room temperature overnight. Add 10% aq. NaOH (10 mL) and stir at 50° C. for 3 hours. Concentrate in vacuum, adjust the pH to 6.0 using AcOH, collect the solid by filtration and purify by column chromatography to give 2-methoxymethyl-7-(3-trifluoromethyl-pyridin-2-yl)-3H-pyrido[2,3-d]pyrimidin-4-one as a white solid.

후처리

  1. stirringstir at 50° C. for 3 hours
  2. concentrationConcentrate in vacuum
  3. customcollect the solid
  4. filtrationby filtration
  5. custompurify by column chromatography

출처 및 근거

ORD 기록
ord-98572e8be0d14b50916320997e853b20
출처 데이터셋
uspto-grants-2008_02
특허 번호
US07329664B2

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