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

HRID 2054334ノート

反応式

HRID 2054334 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-98572e8be0d14b50916320997e853b20
出典データセット
uspto-grants-2008_02
特許番号
US07329664B2

反応ノート

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