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

HRID 46807

反応式

HRID 46807 の反応式
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

参加物

5

反応物 3

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

生成物 1

HCID 84497Quinidinone

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-2e349f16a0ab4c7baaf37321e4e4dae6
出典データセット
uspto-grants-1979_11
特許番号
US04175192

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