HCID 178453507, compound → HCID 178511121, compound

HRID 1809768Notes

Reaction equation

HRID 1809768 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][CH:31]([C:42]5[CH:47]=[CH:46][CH:45]=[C:44]([Cl:48])[CH:43]=5)[CH2:32][CH2:33][NH:34]C(OC(C)(C)C)=O)[N:25]=4)[C:18]3=[CH:17][N:16]=2)[CH2:10][CH2:9]1)(C)(C)C>CO.Cl>[NH2:34][CH2:33][CH2:32][CH:31]([NH:30][C:26]1[N:25]=[C:24]([C:23]2[C:18]3[C:19](=[N:20][C:15]([NH:14][CH:11]4[CH2:12][CH2:13][CH:8]([NH2:7])[CH2:9][CH2:10]4)=[N:16][CH:17]=3)[NH:21][N:22]=2)[CH:29]=[CH:28][N:27]=1)[C:42]1[CH:47]=[CH:46][CH:45]=[C:44]([Cl:48])[CH:43]=1

Participants

4

Reactant 1

HCID 178453507HCID 178453507, compound

Product 1

HCID 178511121HCID 178511121, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

To a solution of crude [4-(3-{2-[3-tert-butoxycarbonylamino-1-(3-chloro-phenyl)-propylamino]-pyrimidin-4-yl}-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino)-cyclohexyl]-carbamic acid tert-butyl ester (21 mg, 0.03 mmol) in methanol (40 mL) was bubbled in HCl (gas) for 3 hours at room temperature. The mixture was then concentrated by evaporation to afford N-(3-{2-[3-amino-1-(3-chloro-phenyl)-propylamino]-pyrimidin-4-yl}-1H-pyrazolo[3,4-d]pyrimidin-6-yl)-cyclohexane-1,4-diamine; hydrochloride. (Yield 20 mg, 93.0%).

Workup

  1. concentrationThe mixture was then concentrated by evaporation

Sources & evidence

ORD record
ord-711120dfb5fa4fefbde7cb57d83023b6
Source dataset
uspto-grants-2013_01
Patent number
US08362023B2

Reaction notes

Loading…