Phosphorus oxychloride → 1-Chloro-8-methoxy-3-phenyl-2,7-naphthyridine

HRID 1034938노트

반응식

HRID 1034938 반응식
[CH3:1][O:2][C:3]1[N:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[C:11](=O)[NH:10][C:9]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[CH:8]2.O=P(Cl)(Cl)[Cl:22]>CC#N>[Cl:22][C:11]1[C:12]2[C:7](=[CH:6][CH:5]=[N:4][C:3]=2[O:2][CH3:1])[CH:8]=[C:9]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:10]=1

참가 물질

4

반응물 2

HCID 24813Phosphorus oxychlorideHCID 580937988-methoxy-3-phenyl-2,7-naphthyridin-1(2H)-one

생성물 1

HCID 580943901-Chloro-8-methoxy-3-phenyl-2,7-naphthyridine

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

8-Methoxy-3-phenyl-2,7-naphthyridin-1(2H)-one (80 mg, 0.32 mmol) is dissolved in CH3CN (2 mL) and POCl3 (59 uL, 0.64 mmol) The mixture is stirred at 80° C. for 3 hours. POCl3 is removed and neutralized with sat. NaHCO3. The compound is extracted with CHCl3 and the organic layer is dried (Na2SO4) and evaporated to yield the crude compound and used for the next step without any further purification. MS m/z 271.1 (M+1).

후처리

  1. customPOCl3 is removed
  2. extractionThe compound is extracted with CHCl3
  3. dry with materialthe organic layer is dried (Na2SO4)
  4. customevaporated

출처 및 근거

ORD 기록
ord-c2338579ddce4133b2fbfd268eeb6ed6
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546370B2

반응 노트

불러오는 중…