Hydrochloric Acid → 2-(2-Ethylbenzoimidazol-1-yl)-8-(3-methoxypiperidin-3-yl)-9-methyl-6-morpholin-4-yl-9H-purine dihydrochloride

HRID 1923344Notes

Reaction equation

HRID 1923344 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][C:10]([C:16]2[N:17]([CH3:42])[C:18]3[C:23]([N:24]=2)=[C:22]([N:25]2[CH2:30][CH2:29][O:28][CH2:27][CH2:26]2)[N:21]=[C:20]([N:31]2[C:35]4[CH:36]=[CH:37][CH:38]=[CH:39][C:34]=4[N:33]=[C:32]2[CH2:40][CH3:41])[N:19]=3)([O:14][CH3:15])[CH2:9]1)=O)(C)(C)C.[ClH:43]>C(Cl)Cl.CO.O1CCOCC1>[ClH:43].[ClH:43].[CH2:40]([C:32]1[N:31]([C:20]2[N:19]=[C:18]3[C:23]([N:24]=[C:16]([C:10]4([O:14][CH3:15])[CH2:11][CH2:12][CH2:13][NH:8][CH2:9]4)[N:17]3[CH3:42])=[C:22]([N:25]3[CH2:26][CH2:27][O:28][CH2:29][CH2:30]3)[N:21]=2)[C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][C:34]=2[N:33]=1)[CH3:41]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 596061793-[2-(2-Ethylbenzoimidazol-1-yl)-9-methyl-6-morpholin-4-yl-9H-purin-8-yl]-3-methoxypiperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 674926392-(2-Ethylbenzoimidazol-1-yl)-8-(3-methoxypiperidin-3-yl)-9-methyl-6-morpholin-4-yl-9H-purine dihydrochloride

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 3-[2-(2-ethylbenzoimidazol-1-yl)-9-methyl-6-morpholin-4-yl-9H-purin-8-yl]-3-methoxypiperidine-1-carboxylic acid tert-butyl ester in DCM (10 mL) and MeOH (10 mL) was added 4M HCl in dioxane (10 mL). The resulting mixture was allowed to stir at r.t. for 16 h then concentrated in vacuo. The resulting residue was triturated with Et2O, the solid collected by filtration and dried in vacuo affording 2-(2-Ethylbenzoimidazol-1-yl)-8-(3-methoxypiperidin-3-yl)-9-methyl-6-morpholin-4-yl-9H-purine dihydrochloride (1.0 g, quant.). LCMS (method H): RT 2.05 min [M+H]+ 477.2

Workup

  1. concentrationthen concentrated in vacuo
  2. customThe resulting residue was triturated with Et2O
  3. filtrationthe solid collected by filtration
  4. customdried in vacuo

Sources & evidence

ORD record
ord-d1928ebdd1a14e5aad1144de5b4741fd
Source dataset
uspto-grants-2012_05
Patent number
US08173650B2

Reaction notes

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