Hydrochloric Acid → 4-[1-(propan-2-yl)-1H-1,2,4-triazol-5-yl]-12-(1H-pyrazol-5-yl)-9-oxa-3,6-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2,4,10,12-pentaene

HRID 1530558노트

반응식

HRID 1530558 반응식
Cl.O1CCCCC1[N:8]1[C:12]([C:13]2[CH:14]=[C:15]3[C:24](=[CH:25][CH:26]=2)[C:23]2[N:19]([CH:20]=[C:21]([C:27]4[N:31]([CH:32]([CH3:34])[CH3:33])[N:30]=[CH:29][N:28]=4)[N:22]=2)[CH2:18][CH2:17][O:16]3)=[CH:11][CH:10]=[N:9]1>C(OCC)(=O)C>[CH3:34][CH:32]([N:31]1[C:27]([C:21]2[N:22]=[C:23]3[N:19]([CH:20]=2)[CH2:18][CH2:17][O:16][C:15]2[C:24]3=[CH:25][CH:26]=[C:13]([C:12]3[NH:8][N:9]=[CH:10][CH:11]=3)[CH:14]=2)=[N:28][CH:29]=[N:30]1)[CH3:33]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 6831314112-[1-(oxan-2-yl)-1H-pyrazol-5-yl]-4-[1-(propan-2-yl)-1H-1,2,4-triazol-5-yl]-9-oxa-3,6-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2,4,10,12-pentaene

생성물 1

HCID 683130694-[1-(propan-2-yl)-1H-1,2,4-triazol-5-yl]-12-(1H-pyrazol-5-yl)-9-oxa-3,6-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2,4,10,12-pentaene수율 78%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매2회

실험 절차

To a solution of 3N HCl in ethyl acetate at −20° C. (100 mL) was added dropwise a solution of 12-[1-(oxan-2-yl)-1H-pyrazol-5-yl]-4-[1-(propan-2-yl)-1H-1,2,4-triazol-5-yl]-9-oxa-3,6-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2,4,10,12-pentaene (2.20 g, 6.09 mmol) in ethyl acetate (20.0 mL). After being stirred at this temperature for 1 h, the reaction mixture was warmed to room temperature and stirred for 3 hr. After removal of the solvent, the residue was treated with water and basified to pH around 10. The aqueous layer was then extracted with ethyl acetate, washed with brine, dried over MgSO4, filtered, and concentrated to afford 4-[1-(propan-2-yl)-1H-1,2,4-triazol-5-yl]-12-(1H-pyrazol-5-yl)-9-oxa-3,6-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2,4,10,12-pentaene (1.4 g, 78% yield) as pale yellow solid. LCMS (ESI) m/z: 362.0 [M+H+].

후처리

  1. stirringstirred for 3 hr
  2. customAfter removal of the solvent
  3. additionthe residue was treated with water and basified to pH around 10
  4. extractionThe aqueous layer was then extracted with ethyl acetate
  5. washwashed with brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1ce78408bb3c48b7a2c02ffa40cf1a10
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09090628B2

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