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 2381105노트

반응식

HRID 2381105 반응식
[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]

참가 물질

5

반응물 3

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

생성물 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-tosylate수율 67%

시약·촉매·용매 1

HCID 887Methanol용매2회

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온도
23.5 °C

실험 절차

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.

후처리

  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.

출처 및 근거

ORD 기록
ord-d39ca5ef4200402eb3269e3cffd0cc57
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08258140B2

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