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 1530558ノート

反応式

HRID 1530558 の反応式
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]

参加物

4

反応物 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

生成物 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-pentaene収率 78%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒2 回

実験手順

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+].

後処理

  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

出典と根拠

ORDレコード
ord-1ce78408bb3c48b7a2c02ffa40cf1a10
出典データセット
uspto-grants-2015_07
特許番号
US09090628B2

反応ノート

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