1-Butanaminium, N,N,N-tributyl-, fluoride, hydrate → 2-(7-Methyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-ol

HRID 876466노트

반응식

HRID 876466 반응식
[Si]([O:8][C:9]1[CH:10]=[CH:11][CH:12]=[C:13]2[C:18]=1[N:17]=[C:16]([C:19]1[N:23]3[CH:24]=[CH:25][C:26]([CH3:28])=[CH:27][C:22]3=[N:21][N:20]=1)[CH:15]=[CH:14]2)(C(C)(C)C)(C)C.O.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1.[NH4+].[Cl-].CCOC(C)=O.O>[CH3:28][C:26]1[CH:25]=[CH:24][N:23]2[C:19]([C:16]3[CH:15]=[CH:14][C:13]4[C:18](=[C:9]([OH:8])[CH:10]=[CH:11][CH:12]=4)[N:17]=3)=[N:20][N:21]=[C:22]2[CH:27]=1

참가 물질

7

반응물 2

HCID 162116731-Butanaminium, N,N,N-tributyl-, fluoride, hydrateHCID 672296368-(Tert-butyldimethylsilyloxy)-2-(7-methyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinoline

생성물 1

HCID 1363378102-(7-Methyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-ol수율 78%

시약·촉매·용매 4

HCID 962Water용매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매HCID 25517Ammonium Chloride용매

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온도
0 °C

실험 절차

8-(tert-butyldimethylsilyloxy)-2-(7-methyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinoline (0.580 g, 1.49 mmol) was suspended in THF (2 mL) and the solution was cooled to 0° C. Tetrabutylammonium fluoride hydrate (0.582 g, 2.23 mmol) was added to the solution and the mixture stirred at 0° C. for 10 minutes, then warmed to ambient temperature and stirred for 4 hours. The mixture was diluted with a saturated aqueous NH4Cl solution and EtOAc. The resulting white solid was isolated by vacuum filtration and was combined with the organic layer which was concentrated. The solid thus obtained was slurried in H2O for 10 minutes and the solids isolated by vacuum filtration and dried to provide the title compound (0.320 g, 78%) as a white solid. MS ESI (+) m/z 277.1 (M+1) detected.

후처리

  1. temperaturewarmed to ambient temperature
  2. stirringstirred for 4 hours
  3. customThe resulting white solid was isolated by vacuum filtration
  4. concentrationwas concentrated
  5. customThe solid thus obtained
  6. customthe solids isolated by vacuum filtration
  7. customdried

출처 및 근거

ORD 기록
ord-900b1a954caa4ba5817f0e686b875513
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08987251B2

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