Sodium Hydroxide → 2-[7-(2-Butynyl)-1-methyl-6-oxo-8-(piperazin-1-yl)-6,7-dihydro-1H-purin-2-yloxy]benzamide

HRID 501413Notes

Reaction equation

HRID 501413 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].[OH-].[Na+]>FC(F)(F)C(O)=O>[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

Procedure

53.0 g 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 dissolved in 160 ml of trifluoroacetic acid, and the mixture was stirred at room temperature for one hour. 1250 ml of a 2 M aqueous sodium hydroxide solution was added drop wise to the reaction solution, and the mixture was stirred at room temperature for one hour and 50 minutes. The resulting white precipitate was collected by filtration. The white solid was washed with water and then with ethanol, and dried at 60° C. overnight to give 42.8 g of the title compound.

Workup

  1. stirringthe mixture was stirred at room temperature for one hour and 50 minutes
  2. filtrationThe resulting white precipitate was collected by filtration
  3. washThe white solid was washed with water
  4. dry with materialwith ethanol, and dried at 60° C. overnight

Sources & evidence

ORD record
ord-613c76a2e36f4270870821d7201af8fb
Source dataset
uspto-grants-2010_08
Patent number
US07772226B2

Reaction notes

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