Hydrochloric Acid → trans n1-(4-{4-Amino-1-[(4-hydroxy-4-piperidyl)methyl]-1h-pyrazolo[3,4-d]pyrimidin-3-yl}-2-methoxyphenyl)-2-phenyl-1-cyclopropanecarboxamide hydrochloride salt

HRID 897815Notes

Reaction equation

HRID 897815 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([CH2:31][C:32]3([OH:45])[CH2:37][CH2:36][N:35](C(OC(C)(C)C)=O)[CH2:34][CH2:33]3)[N:9]=[C:10]([C:11]3[CH:16]=[CH:15][C:14]([NH:17][C:18]([C@@H:20]4[CH2:22][C@H:21]4[C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)=[O:19])=[C:13]([O:29][CH3:30])[CH:12]=3)[C:3]=12.[ClH:46]>CC(C)=O>[ClH:46].[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([CH2:31][C:32]3([OH:45])[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]3)[N:9]=[C:10]([C:11]3[CH:16]=[CH:15][C:14]([NH:17][C:18]([C@@H:20]4[CH2:22][C@H:21]4[C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)=[O:19])=[C:13]([O:29][CH3:30])[CH:12]=3)[C:3]=12

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 90693417HCID 90693417, compound

Product 1

HCID 131725042trans n1-(4-{4-Amino-1-[(4-hydroxy-4-piperidyl)methyl]-1h-pyrazolo[3,4-d]pyrimidin-3-yl}-2-methoxyphenyl)-2-phenyl-1-cyclopropanecarboxamide hydrochloride salt

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of trans tert-butyl 4-{[4-amino-3-(3-methoxy-4-{[(2-phenylcyclopropyl)carbonyl]amino}phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]methyl}-4-hydroxy-1-piperidinecarboxylate (0.08 g, 0.00013 mol) in acetone (12 mL) and 6 N aqueous hydrochloride solution (3 mL) was stirred at 40° C. for 2 hours. Acetone was removed under reduced pressure, and the residue was lyophilized to give trans N1-(4-{4-amino-1-[(4-hydroxy-4-piperidyl)methyl]-1H-pyrazolo[3,4-d]pyrimidin-3-yl}-2-methoxyphenyl)-2-phenyl-1-cyclopropanecarboxamide hydrochloride salt (0.07 g, 0.00012 mol).

Workup

  1. customAcetone was removed under reduced pressure

Sources & evidence

ORD record
ord-8c528cab05e94f4ba57304e909a3fe87
Source dataset
uspto-grants-2005_07
Patent number
US06921763B2

Reaction notes

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