Chloride → 6-Chloro-3-phenyl-1,5-naphthyridin-2(1H)-one

HRID 42371

반응식

HRID 42371 반응식
[Cl:1][C:2]1[N:7]=[C:6]([CH:8]=O)[C:5]([NH:10][C:11](=[O:17])OC(C)(C)C)=[CH:4][CH:3]=1.[Cl-].[CH2:19]1[CH2:29][CH2:28]N2[C:22](=NCCC2)[CH2:21][CH2:20]1.[CH2:30]1COCC1>C(Cl)(Cl)Cl>[Cl:1][C:2]1[N:7]=[C:6]2[C:5](=[CH:4][CH:3]=1)[NH:10][C:11](=[O:17])[C:30]([C:22]1[CH:21]=[CH:20][CH:19]=[CH:29][CH:28]=1)=[CH:8]2

참가 물질

6

반응물 4

HCID 312ChlorideHCID 8028TetrahydrofuranHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 58216578tert-Butyl (6-chloro-2-formylpyridin-3-yl)carbamate

생성물 1

HCID 665249196-Chloro-3-phenyl-1,5-naphthyridin-2(1H)-one

시약·촉매·용매 1

HCID 6212Chloroform용매

반응 조건

온도
100 °C

실험 절차

A mixture of tert-butyl (6-chloro-2-formylpyridin-3-yl)carbamate (1-4) (5 g, 19.5 mmol), phenylacethyl chloride (3.3 g, 21.4 mmol), and DBU (9.8 g, 39 mmol) in THF (215 mL) was stirred at room temperature for 2 days and at 100° C. for overnight. The mixture was diluted with CHCl3, washed with water and brine, dried (MgSO4), filtered, and the solvent was removed under reduced pressure. To the residue was added CHCl3, and the resulting solid was collected by filtration to give 6-chloro-3-phenyl-1,5-naphthyridin-2(1H)-one (7-1) as colorless solid.

후처리

  1. washwashed with water and brine
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. customthe solvent was removed under reduced pressure
  5. additionTo the residue was added CHCl3
  6. filtrationthe resulting solid was collected by filtration

출처 및 근거

ORD 기록
ord-9e8b644fdd414a4ab4ff50a1954391a0
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536193B2

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