Dichloromethane → 3-(4-(piperazin-1-yl)-1H-pyrazolo[3,4-b]pyridin-3-yloxy)propane-1,2-diol dihydrochloride
반응식
C(O)(C(F)(F)F)=O.CC1(C)[O:13][CH:12]([CH2:14][O:15][C:16]2[C:24]3[C:19](=[N:20][CH:21]=[CH:22][C:23]=3[N:25]3[CH2:30][CH2:29][N:28](C(OC(C)(C)C)=O)[CH2:27][CH2:26]3)[N:18](CC3C=CC(OC)=CC=3)[N:17]=2)[CH2:11][O:10]1.C(Cl)[Cl:49]>>[ClH:49].[ClH:49].[N:25]1([C:23]2[CH:22]=[CH:21][N:20]=[C:19]3[NH:18][N:17]=[C:16]([O:15][CH2:14][CH:12]([OH:13])[CH2:11][OH:10])[C:24]=23)[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1참가 물질
4
반응물 3
생성물 1
실험 절차
TFA (1 mL) was added to tert-butyl 4-(3-((2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)piperazine-1-carboxylate (0.068 g, 0.123 mmol) in DCM (1 mL) and stirred at room temperature for 2 hours. The reaction was then concentrated to dryness and dried under vacuum for 1 hour. TFA (2 mL) was added, and the mixture was heated at 100° C. in a sealed tube for 20 hours. The reaction was concentrated to dryness. The resulting residue was dissolved in DCM (1 mL), and HCl in ether (1 mL, 2N) was added. The resulting solid was collected by filtration to give 3-(4-(piperazin-1-yl)-1H-pyrazolo[3,4-b]pyridin-3-yloxy)propane-1,2-diol dihydrochloride (0.042 g, 70%). MS APCI (+) m/z 294.2 detected.
후처리
- concentrationThe reaction was then concentrated to dryness
- customdried under vacuum for 1 hour
- additionTFA (2 mL) was added
- temperaturethe mixture was heated at 100° C. in a sealed tube for 20 hours
- concentrationThe reaction was concentrated to dryness
- dissolutionThe resulting residue was dissolved in DCM (1 mL)
- additionHCl in ether (1 mL, 2N) was added
- filtrationThe resulting solid was collected by filtration
출처 및 근거
- ORD 기록
- ord-ddf5ea1339844144b24ea9d7ccea6545
- 출처 데이터셋
- uspto-grants-2013_02
- 특허 번호
- US08372842B2
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