Hydrogen chloride-ethyl acetate → 2-[7-(2-Butynyl)-1-methyl-6-oxo-8-(piperazin-1-yl)-6,7-dihydro-1H-purin-2-yloxy]benzamide hydrochloride

HRID 501403Notes

Reaction equation

HRID 501403 reaction equation
[CH2:1]([N:5]1[C:13]2[C:12](=[O:14])[N:11]([CH3:15])[C:10]([O:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[C:23](=[O:25])[NH2:24])=[N:9][C:8]=2[N:7]=[C:6]1[N:26]1[CH2:31][CH2:30][N:29](C(OC(C)(C)C)=O)[CH2:28][CH2:27]1)[C:2]#[C:3][CH3:4].[ClH:39].C(OCC)(=O)C>CO>[ClH:39].[CH2:1]([N:5]1[C:13]2[C:12](=[O:14])[N:11]([CH3:15])[C:10]([O:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[C:23]([NH2:24])=[O:25])=[N:9][C:8]=2[N:7]=[C:6]1[N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1)[C:2]#[C:3][CH3:4]

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 23070993t-butyl 4-[7-(2-butynyl)-2-(2-carbamoylphenoxy)-1-methyl-6-oxo-6,7-dihydro-1H-purin-8-yl]piperazine-1-carboxylate

Product 1

HCID 230708012-[7-(2-Butynyl)-1-methyl-6-oxo-8-(piperazin-1-yl)-6,7-dihydro-1H-purin-2-yloxy]benzamide hydrochlorideYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

210 mg of t-butyl 4-[7-(2-butynyl)-2-(2-carbamoylphenoxy)-1-methyl-6-oxo-6,7-dihydro-1H-purin-8-yl]piperazine-1-carboxylate was combined with 3.5 ml of methanol and 2.1 ml of 4N hydrochloric acid-ethyl acetate solution. After the mixture had been stirred at room temperature for 4 hours, the reaction solution was concentrated by flushing with nitrogen gas. The resulting residue was washed with ethanol and ethyl acetate to give 177 mg of the title compound (96%).

Workup

  1. concentrationthe reaction solution was concentrated
  2. customby flushing with nitrogen gas
  3. washThe resulting residue was washed with ethanol and ethyl acetate

Sources & evidence

ORD record
ord-a8a67467c524420abddcb4412fa796eb
Source dataset
uspto-grants-2010_08
Patent number
US07772226B2

Reaction notes

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