Tetrahydrofuran → 7-(2-hydroxyethylamino)-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one

HRID 1162937노트

반응식

HRID 1162937 반응식
CCCC[N+](CCCC)(CCCC)CCCC.[F-].C1COCC1.[Si]([O:31][CH2:32][CH2:33][NH:34][C:35]1[CH:44]=[C:43]2[C:38]([CH:39]=[C:40]([C:46]3[CH:51]=[CH:50][CH:49]=[CH:48][C:47]=3[C:52]([F:55])([F:54])[F:53])[NH:41][C:42]2=[O:45])=[CH:37][CH:36]=1)(C(C)(C)C)(C)C.[Cl-].[NH4+]>C(OCC)(=O)C>[OH:31][CH2:32][CH2:33][NH:34][C:35]1[CH:44]=[C:43]2[C:38]([CH:39]=[C:40]([C:46]3[CH:51]=[CH:50][CH:49]=[CH:48][C:47]=3[C:52]([F:55])([F:53])[F:54])[NH:41][C:42]2=[O:45])=[CH:37][CH:36]=1

참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 25517Ammonium ChlorideHCID 2724141Tetrabutylammonium FluorideHCID 575581107-[2-(tert-butyldimethylsilanyloxy)ethylamino]-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one

생성물 1

HCID 231567927-(2-hydroxyethylamino)-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one수율 112.6%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

TBAF (1 M THF solution, 88.2 μL, 0.882 mmol) was added to a THF solution (4 mL) that contained the 7-[2-(tert-butyldimethylsilanyloxy)ethylamino]-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one (204 mg, 0.441 mmol) obtained in step A, and the obtained mixture was then stirred at a room temperature for 1 hour. Thereafter, the reaction solution was poured into a mixed solution of ethyl acetate and a saturated ammonium chloride aqueous solution. An organic layer was dried over anhydrous sodium sulfate, and the solvent was then distilled away under reduced pressure. The obtained residue was purified by silica gel column chromatography (methylene chloride:methanol=40:1 to 10:1), so as to obtain 7-(2-hydroxyethylamino)-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one (173 mg, quant).

후처리

  1. dry with materialAn organic layer was dried over anhydrous sodium sulfate
  2. distillationthe solvent was then distilled away under reduced pressure
  3. customThe obtained residue was purified by silica gel column chromatography (methylene chloride:methanol=40:1 to 10:1)

출처 및 근거

ORD 기록
ord-6b705908f65145929fe4c45b7bb3090a
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07820693B2

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