p-Toluenesulfonic acid → 6-(4-{4-[2-(4-Acetylpiperazin-1-yl)ethoxy]phenyl}piperidin-1-yl)-3-(trifluoromethyl)-7,8-dihydro [1,2,4]triazolo[4,3-b]pyridazine di-tosylate

HRID 2381105ノート

反応式

HRID 2381105 の反応式
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7]([OH:10])(=[O:9])=[O:8])=[CH:3][CH:2]=1.[C:12]([N:15]1[CH2:20][CH2:19][N:18]([CH2:21][CH2:22][O:23][C:24]2[CH:29]=[CH:28][C:27]([CH:30]3[CH2:35][CH2:34][N:33]([C:36]4[CH2:37][CH2:38][C:39]5[N:40]([C:42]([C:45]([F:48])([F:47])[F:46])=[N:43][N:44]=5)[N:41]=4)[CH2:32][CH2:31]3)=[CH:26][CH:25]=2)[CH2:17][CH2:16]1)(=[O:14])[CH3:13].C(OC(=O)C)C>CO>[S:7]([C:4]1[CH:5]=[CH:6][C:1]([CH3:11])=[CH:2][CH:3]=1)([OH:10])(=[O:9])=[O:8].[S:7]([C:4]1[CH:5]=[CH:6][C:1]([CH3:11])=[CH:2][CH:3]=1)([OH:10])(=[O:9])=[O:8].[C:12]([N:15]1[CH2:16][CH2:17][N:18]([CH2:21][CH2:22][O:23][C:24]2[CH:25]=[CH:26][C:27]([CH:30]3[CH2:31][CH2:32][N:33]([C:36]4[CH2:37][CH2:38][C:39]5[N:40]([C:42]([C:45]([F:46])([F:47])[F:48])=[N:43][N:44]=5)[N:41]=4)[CH2:34][CH2:35]3)=[CH:28][CH:29]=2)[CH2:19][CH2:20]1)(=[O:14])[CH3:13]

参加物

5

反応物 3

HCID 6101p-Toluenesulfonic acidHCID 8857Ethyl AcetateHCID 46893585Azd 3514

生成物 1

HCID 866466956-(4-{4-[2-(4-Acetylpiperazin-1-yl)ethoxy]phenyl}piperidin-1-yl)-3-(trifluoromethyl)-7,8-dihydro [1,2,4]triazolo[4,3-b]pyridazine di-tosylate収率 67%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

反応条件

温度
23.5 °C

実験手順

A clear solution of toluene-4-sulfonic acid (2.884 g, 15.0 m mol) in methanol (5.0 mL) was added to a clear solution of 6-(4-{4-[2-(4-acetylpiperazin-1-yl)ethoxy]phenyl}piperidin-1-yl)-3-(trifluoromethyl)-7,8-dihydro[1,2,4]triazolo[4,3-b]pyridazine, obtained as described in Example 5.5, (3.9 g, 7.5 m mol) in methanol (8.0 mL) at 22-25° C. Ethylacetate (20.0 mL) was added drop wise to the resulting clear solution at 22-25° C. The reaction mass was then stirred for 60 min at 22-25° C. The resulting white color material was collected by filtration and washed with methanol (105.0 mL). The material was dried under reduced pressure with nitrogen gas bleed at 50° C. to afford the desired product 6-(4-{4-[2-(4-acetylpiperazin-1-yl)ethoxy]phenyl}piperidin-1-yl)-3-(trifluoromethyl)-7,8-dihydro[1,2,4]triazolo[4,3-b]pyridazine di-tosylate (4.31 g, 67.0%) as free flowing white color material.

後処理

  1. customobtained
  2. filtrationThe resulting white color material was collected by filtration
  3. washwashed with methanol (105.0 mL)
  4. customThe material was dried under reduced pressure with nitrogen gas
  5. custombleed at 50° C.

出典と根拠

ORDレコード
ord-d39ca5ef4200402eb3269e3cffd0cc57
出典データセット
uspto-grants-2012_09
特許番号
US08258140B2

反応ノート

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