Hydrochloric Acid → HCID 178507717, compound

HRID 1809775Notes

Reaction equation

HRID 1809775 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][CH:35]=[C:34]([C:38]([F:41])([F:40])[F:39])[CH:33]=5)[N:25]=4)[C:18]3=[CH:17][N:16]=2)[CH2:10][CH2:9]1)(C)(C)C.Cl>CCO>[F:41][C:38]([F:39])([F:40])[C:34]1[CH:33]=[C:32]([CH:37]=[CH:36][CH:35]=1)[CH2:31][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[CH2:10][CH2:9][CH:8]([NH2:7])[CH2:13][CH2:12]4)=[N:16][CH:17]=3)[NH:21][N:22]=2)[CH:29]=[CH:28][N:27]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178452778HCID 178452778, compound

Product 1

HCID 178507717HCID 178507717, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of (4-{3-[2-(3-trifluoromethyl-benzylamino)-pyrimidin-4-yl]-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino}-cyclohexyl)-carbamic acid tert-butyl ester (80 mg, 0.14 mmol) in EtOH (4 mL) was added conc. HCl (4 mL). The reaction mixture was stirred at room temperature for 20 hours. The solvent was removed under reduced pressure and the residue was purified by prep-HPLC to afford N-{3-[2-(3-trifluoromethyl-benzylamino)-pyrimidin-4-yl]-1H-pyrazolo[3,4-d]pyrimidin-6-yl}-cyclohexane-1,4-diamine; hydrochloride. (Yield 40 mg, 50.0%).

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was purified by prep-HPLC

Sources & evidence

ORD record
ord-95e58bd756784e89a3d811f9dc60d82b
Source dataset
uspto-grants-2013_01
Patent number
US08362023B2

Reaction notes

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