Hydrochloric Acid → HCID 178511112, compound

HRID 1809766Notes

Reaction equation

HRID 1809766 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[N:21](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[N:22]=[C:23]([C:24]4[CH:29]=[CH:28][CH:27]=[C:26]([NH:30][CH:31]([C:42]5[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=5)[CH2:32][CH2:33][NH:34]C(OC(C)(C)C)=O)[CH:25]=4)[C:18]3=[CH:17][N:16]=2)[CH2:10][CH2:9]1)(C)(C)C.Cl>CCO>[NH2:34][CH2:33][CH2:32][CH:31]([NH:30][C:26]1[CH: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][CH:27]=1)[C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68108109(4-{3-[3-(3-tert-butoxycarbonylamino-1-phenyl-propylamino)-phenyl]-1-trityl-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino}-cyclohexyl)-carbamic acid tert-butyl ester

Product 1

HCID 178511112HCID 178511112, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred solution of (4-{3-[3-(3-tert-butoxycarbonylamino-1-phenyl-propylamino)-phenyl]-1-trityl-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino}-cyclohexyl)-carbamic acid tert-butyl ester (91 mg, 0.10 mmol) in EtOH (2.0 mL) was added conc. HCl (4 mL) at room temperature. The resulting mixture was stirred for 15 hours at room temperature. The reaction solution was concentrated under reduced pressure. The residue was washed with dichloromethane (10 mL), then purified by prep-HPLC to give N-{3-[3-(3-amino-1-phenyl-propylamino)-phenyl]-1H-pyrazolo[3,4-d]pyrimidin-6-yl}-cyclohexane-1,4-diamine; hydrochloride. (Yield 43 mg).

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. washThe residue was washed with dichloromethane (10 mL)
  3. custompurified by prep-HPLC

Sources & evidence

ORD record
ord-2f900de281df4710ab222586c1c75c9c
Source dataset
uspto-grants-2013_01
Patent number
US08362023B2

Reaction notes

Loading…