Potassium tert-butoxide → 5-Chloro-2-(3-(trifluoromethyl)pyridin-2-yl)-[1,8]naphthyridine

HRID 1724879ノート

反応式

HRID 1724879 の反応式
[NH2:1][C:2]1[N:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:3]=1[CH:4]=O.[C:11]([C:14]1[C:19]([C:20]([F:23])([F:22])[F:21])=[CH:18][CH:17]=[CH:16][N:15]=1)(=O)[CH3:12].CC([O-])(C)C.[K+]>C1COCC1>[Cl:10][C:6]1[CH:7]=[CH:8][N:9]=[C:2]2[C:3]=1[CH:4]=[CH:12][C:11]([C:14]1[C:19]([C:20]([F:23])([F:21])[F:22])=[CH:18][CH:17]=[CH:16][N:15]=1)=[N:1]2

参加物

5

反応物 3

HCID 23665647Potassium tert-butoxideHCID 462035412-Amino-4-chloropyridine-3-carbaldehydeHCID 534031371-[3-(Trifluoromethyl)pyridin-2-yl]ethan-1-one

生成物 1

HCID 462035425-Chloro-2-(3-(trifluoromethyl)pyridin-2-yl)-[1,8]naphthyridine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-20 °C

実験手順

Dissolve 2-amino-4-chloronicotinaldehyde (78 mg, 0.5 mmol) and 2-acetyl-3-trifluoromethylpyridine (95 mg, 0.5 mmol) in anhydrous THF (2.0 mL) and cool it to −20° C. under N2 atmosphere. Add in portion t-BuOK (112 mg, 1.0 mmol) to the reaction mixture and stir the mixture at 10° C. for 2 hours. Concentrate the reaction mixture under vacuum, dilute the residue with saturated aq. ammonium chloride (10 mL), filter the solid, wash the solid with water and dry under high vacuum to afford desired product as a cream colored solid.

後処理

  1. concentrationConcentrate the reaction mixture under vacuum
  2. additiondilute the residue with saturated aq. ammonium chloride (10 mL)
  3. filtrationfilter the solid
  4. washwash the solid with water
  5. customdry under high vacuum

出典と根拠

ORDレコード
ord-0518b5abde744cca9da77fc08432951e
出典データセット
uspto-grants-2009_02
特許番号
US07488740B2

反応ノート

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