(S)-[(2R,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol → Quinidinone

HRID 46807

반응식

HRID 46807 반응식
C1(=O)C2C(C3C(C=2)=CC=CC=3)=CC=C1.[Na].[CH3:16][O:17][C:18]1[CH:19]=[CH:20][C:21]2[N:27]=[CH:26][CH:25]=[C:24]([C@H:28]([OH:39])[C@@H:29]3[N:34]4[CH2:35][C@H:36]([CH:37]=[CH2:38])[CH:31]([CH2:32][CH2:33]4)[CH2:30]3)[C:22]=2[CH:23]=1>C1(C)C=CC=CC=1>[CH3:16][O:17][C:18]1[CH:19]=[CH:20][C:21]2[N:27]=[CH:26][CH:25]=[C:24]([C:28]([C@@H:29]3[N:34]4[CH2:35][C@H:36]([CH:37]=[CH2:38])[C@@H:31]([CH2:32][CH2:33]4)[CH2:30]3)=[O:39])[C:22]=2[CH:23]=1

참가 물질

5

반응물 3

HCID 5953(S)-[(2R,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanolHCID 5360545SodiumHCID 22281833Fluoreneone

생성물 1

HCID 84497Quinidinone

시약·촉매·용매 1

HCID 1140Toluene용매2회

실험 절차

A solution of fluorenone ketyl was prepared by mixing 9 g. of fluorenone and 6.5 g. of sodium in anhydrous toluene. To this solution was added a hot solution of 37 g. of anhydrous quinidine base in 150 ml. of anhydrous toluene. After 15 minutes at reflux, the reaction was complete. After extraction and neutralization treatments as in Example I, 36 g. of pure quinidinone (TLC) was obtained (97% of theory).

후처리

  1. additionby mixing 9 g
  2. additionTo this solution was added a hot solution of 37 g
  3. temperatureAfter 15 minutes at reflux
  4. extractionAfter extraction and neutralization treatments as in Example I, 36 g

출처 및 근거

ORD 기록
ord-2e349f16a0ab4c7baaf37321e4e4dae6
출처 데이터셋
uspto-grants-1979_11
특허 번호
US04175192

연결된 노트

불러오는 중…