Hydrochloric Acid → 4-[6-{[(1,1-dimethylethyl)oxy]carbonyl}-5,6,7,8-tetrahydropyrazolo[3,4-d]azepin-2(4H)-yl]benzoic acid

HRID 1364118노트

반응식

HRID 1364118 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH:18]=[C:17]3[C:11]([CH2:12][CH2:13][N:14]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:16]3)=[N:10]2)=[CH:5][CH:4]=1)#N.[OH-:26].[Na+].Cl.C(OCC)(=O)C.[OH2:35]>C(O)C>[CH3:24][C:22]([O:21][C:19]([N:14]1[CH2:15][CH2:16][C:17]2=[CH:18][N:9]([C:6]3[CH:5]=[CH:4][C:3]([C:1]([OH:35])=[O:26])=[CH:8][CH:7]=3)[N:10]=[C:11]2[CH2:12][CH2:13]1)=[O:20])([CH3:23])[CH3:25]

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 8857Ethyl AcetateHCID 14798Sodium Hydroxide2회HCID 669307651,1-Dimethylethyl 2-(4-cyanophenyl)-4,5,7,8-tetrahydropyrazolo[3,4-d]azepine-6(2H)-carboxylate

생성물 1

HCID 669308134-[6-{[(1,1-dimethylethyl)oxy]carbonyl}-5,6,7,8-tetrahydropyrazolo[3,4-d]azepin-2(4H)-yl]benzoic acid

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To 1,1-dimethylethyl 2-(4-cyanophenyl)-4,5,7,8-tetrahydropyrazolo[3,4-d]azepine-6(2H)-carboxylate (may be prepared as described in Description 10) (750 mg, 2.22 mmol) in ethanol (7.5 ml) was added 10% sodium hydroxide solution (7.5 ml), and the reaction heated at reflux, under argon, for 5 hours. 10% sodium hydroxide solution (10 ml) was added and stirring continued at reflux, under argon, overnight. The reaction was cooled to room temperature and the solvent partially reduced in vacuo. The resulting crude product was dissolved in water and acidified with 5N hydrochloric acid. Ethyl acetate was added, and the product extracted into ethyl acetate (×3). The combined organic fractions were dried over magnesium sulphate and solvent evaporated in vacuo to afford the title compound (D23). MS (ES−) m/e 356 [M−H]−.

후처리

  1. temperaturethe reaction heated
  2. temperatureat reflux, under argon, for 5 hours
  3. temperatureat reflux, under argon, overnight
  4. extractionthe product extracted into ethyl acetate (×3)
  5. dry with materialThe combined organic fractions were dried over magnesium sulphate and solvent
  6. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-b104b464fbba4bfabbe7fcc6215f43e8
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07888347B2

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