Hydrochloric Acid → HCID 178511334, compound

HRID 1809762Notes

Reaction equation

HRID 1809762 reaction equation
C(OC(=O)[NH:7][CH2:8][CH:9]([C:35]1[CH:40]=[CH:39][CH:38]=[C:37]([Cl:41])[CH:36]=1)[NH:10][C:11]1[N:16]=[C:15]([C:17]2[C:25]3[C:20](=[N:21][C:22]([NH:26][CH2:27][CH2:28][N:29]4[CH2:34][CH2:33][O:32][CH2:31][CH2:30]4)=[N:23][CH:24]=3)[NH:19][N:18]=2)[CH:14]=[CH:13][N:12]=1)(C)(C)C.Cl>CCO>[Cl:41][C:37]1[CH:36]=[C:35]([CH:9]([NH:10][C:11]2[N:16]=[C:15]([C:17]3[C:25]4[C:20](=[N:21][C:22]([NH:26][CH2:27][CH2:28][N:29]5[CH2:30][CH2:31][O:32][CH2:33][CH2:34]5)=[N:23][CH:24]=4)[NH:19][N:18]=3)[CH:14]=[CH:13][N:12]=2)[CH2:8][NH2:7])[CH:40]=[CH:39][CH:38]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178453678HCID 178453678, compound

Product 1

HCID 178511334HCID 178511334, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

(2-(3-Chloro-phenyl)-2-{4-[6-(2-morpholin-4-yl-ethylamino)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-pyrimidin-2-ylamino}-ethyl)-carbamic acid tert-butyl ester (100 mg, 0.17 mmol) was dissolved in EtOH (4 mL), then HCl (4 mL) was added. The reaction mixture was stirred at room temperature for 10 hours. The solvent was removed under reduced pressure to afford the crude product which was purified by prep-HPLC to afford 1-(3-chloro-phenyl)-N1-{4-[6-(2-morpholin-4-yl-ethylamino)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-pyrimidin-2-yl}-ethane-1,2-diamine; hydrochloride. (Yield 24 mg, 23.7%).

Workup

  1. customThe solvent was removed under reduced pressure
  2. customto afford the crude product which
  3. customwas purified by prep-HPLC

Sources & evidence

ORD record
ord-89dd80a6721d4ae7980456cd34654d6a
Source dataset
uspto-grants-2013_01
Patent number
US08362023B2

Reaction notes

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