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

HRID 1724879노트

반응식

HRID 1724879 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-20 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-0518b5abde744cca9da77fc08432951e
출처 데이터셋
uspto-grants-2009_02
특허 번호
US07488740B2

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