Toluene → (R)-2-(4-(9-Hydroxy-2-(3-hydroxy-3-methylbutoxy)-9-(trifluoromethyl)-9H-fluoren-4-yl)-1H-pyrazol-1-yl)-2-methylpropanamide

HRID 579391ノート

反応式

HRID 579391 の反応式
O.[OH:2][C@@:3]1([C:34]([F:37])([F:36])[F:35])[C:15]2[CH:14]=[C:13]([O:16][CH2:17][CH2:18][C:19]([OH:22])([CH3:21])[CH3:20])[CH:12]=[C:11]([C:23]3[CH:24]=[N:25][N:26]([C:28]([CH3:33])([CH3:32])[C:29]([NH2:31])=[O:30])[CH:27]=3)[C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2.C1(C)C=CC=CC=1>O>[OH:2][C@@:3]1([C:34]([F:36])([F:37])[F:35])[C:15]2[CH:14]=[C:13]([O:16][CH2:17][CH2:18][C:19]([OH:22])([CH3:20])[CH3:21])[CH:12]=[C:11]([C:23]3[CH:24]=[N:25][N:26]([C:28]([CH3:32])([CH3:33])[C:29]([NH2:31])=[O:30])[CH:27]=3)[C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2

参加物

4

反応物 2

HCID 1140TolueneHCID 783249482-{4-[(9R)-9-Hydroxy-2-(3-hydroxy-3-methylbutyloxy)-9-(trifluoromethyl)-9H-fluoren-4-yl]-1H-pyrazol-1-yl}-2-methylpropanamide monohydrate2 回

生成物 1

HCID 78210288(R)-2-(4-(9-Hydroxy-2-(3-hydroxy-3-methylbutoxy)-9-(trifluoromethyl)-9H-fluoren-4-yl)-1H-pyrazol-1-yl)-2-methylpropanamide収率 98.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
70 °C

実験手順

To 2-{4-[(9R)-9-hydroxy-2-(3-hydroxy-3-methylbutyloxy)-9-(trifluoromethyl)-9H-fluoren-4-yl]-1H-pyrazol-1-yl}-2-methylpropanamide monohydrate (compound (2h)) (22.63 g) obtained in the previous step was added toluene (340 ml). The reaction mixture was stirred at an oil bath temperature of 130° C. for 2 hr under a nitrogen atmosphere with removing water by a Dean-Stark apparatus. The reaction mixture was further stirred at an oil bath temperature of 70° C. for 1.5 hr, allowed to cool to room temperature, and stirred overnight. The precipitated solid was collected by filtration, and washed with toluene (100 ml). The obtained solid was dried under reduced pressure at room temperature for 3 days, and further dried under reduced pressure at 60° C. for 1 day to give the title compound (21.5 g).

後処理

  1. temperatureto cool to room temperature
  2. stirringstirred overnight
  3. filtrationThe precipitated solid was collected by filtration
  4. washwashed with toluene (100 ml)
  5. customThe obtained solid was dried under reduced pressure at room temperature for 3 days
  6. customfurther dried under reduced pressure at 60° C. for 1 day

出典と根拠

ORDレコード
ord-e440545073bf4d8a80a0746d053cf84f
出典データセット
uspto-grants-2015_05
特許番号
US09040717B2

反応ノート

読み込み中…