HCID 178452781, compound → HCID 178507720, compound

HRID 1809754Notes

Reaction equation

HRID 1809754 reaction equation
C(OC(=O)[NH:7][CH:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[N:20]=[C:19]3[NH:21][N:22]=[C:23]([C:24]4[CH:29]=[CH:28][N:27]=[C:26]([NH:30][CH2:31][C:32]5[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=5)[N:25]=4)[C:18]3=[CH:17][N:16]=2)[CH2:10][CH2:9]1)(C)(C)C>CO.Cl>[Cl:38][C:35]1[CH:36]=[CH:37][C:32]([CH2:31][NH:30][C:26]2[N:25]=[C:24]([C:23]3[C:18]4[C:19](=[N:20][C:15]([NH:14][CH:11]5[CH2:10][CH2:9][CH:8]([NH2:7])[CH2:13][CH2:12]5)=[N:16][CH:17]=4)[NH:21][N:22]=3)[CH:29]=[CH:28][N:27]=2)=[CH:33][CH:34]=1

Participants

4

Reactant 1

HCID 178452781HCID 178452781, compound

Product 1

HCID 178507720HCID 178507720, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

To a solution of (4-{3-[2-(4-chloro-benzylamino)-pyrimidin-4-yl]-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino}-cyclohexyl)-carbamic acid tert-butyl ester (19 mg, 0.034 mmol) in methanol (30 mL) was bubbled in HCl (gas) for 3 hours at room temperature. The mixture was then concentrated by evaporation to afford N-{3-[2-(4-chloro-benzylamino)-pyrimidin-4-yl]-1H-pyrazolo[3,4-d]pyrimidin-6-yl}-cyclohexane-1,4-diamine; hydrochloride. (Yield 15 mg, 78.9%).

Workup

  1. concentrationThe mixture was then concentrated by evaporation

Sources & evidence

ORD record
ord-8cc6dd60e03a426eb9d064aee4db2a1c
Source dataset
uspto-grants-2013_01
Patent number
US08362023B2

Reaction notes

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