Hydrochloric Acid → 2-(2-Ethylbenzoimidazol-1-yl)-9-methyl-6-morpholin-4-yl-8-piperidin-4-yl-9H-purine hydrochloride

HRID 1946111Notes

Reaction equation

HRID 1946111 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[N:15]([CH3:40])[C:16]3[C:21]([N:22]=2)=[C:20]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)[N:19]=[C:18]([N:29]2[C:33]4[CH:34]=[CH:35][CH:36]=[CH:37][C:32]=4[N:31]=[C:30]2[CH2:38][CH3:39])[N:17]=3)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:41].CCOCC>C(Cl)Cl.CO.O1CCOCC1>[ClH:41].[CH2:38]([C:30]1[N:29]([C:18]2[N:17]=[C:16]3[C:21]([N:22]=[C:14]([CH:11]4[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]4)[N:15]3[CH3:40])=[C:20]([N:23]3[CH2:24][CH2:25][O:26][CH2:27][CH2:28]3)[N:19]=2)[C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][C:32]=2[N:31]=1)[CH3:39]

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 596062024-[2-(2-ethylbenzoimidazol-1-yl)-9-methyl-6-morpholin-4-yl-9H-purin-8-yl]piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 674922312-(2-Ethylbenzoimidazol-1-yl)-9-methyl-6-morpholin-4-yl-8-piperidin-4-yl-9H-purine hydrochlorideYield 93%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 4-[2-(2-ethylbenzoimidazol-1-yl)-9-methyl-6-morpholin-4-yl-9H-purin-8-yl]piperidine-1-carboxylic acid tert-butyl ester (390 mg, 0.71 mmol) in DCM (20 mL) and MeOH (5 mL) was added 4M HCl in dioxane (20 mL). The resulting mixture was allowed to stir for 4 h at r.t. before Et2O (80 mL) was added. The resulting precipitate was collected by filtration, washed with Et2O and dried in vacuo affording 2-(2-Ethylbenzoimidazol-1-yl)-9-methyl-6-morpholin-4-yl-8-piperidin-4-yl-9H-purine hydrochloride (322 mg, 93%). LCMS (method I): RT 2.43 min [M+H]+ 447.2

Workup

  1. additionwas added
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with Et2O
  4. customdried in vacuo

Sources & evidence

ORD record
ord-39357003b7bb46c385431ae06380a366
Source dataset
uspto-grants-2013_03
Patent number
US08394796B2

Reaction notes

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