Dimethyl Sulfoxide → 8-(3-Aminoazepan-1-yl)-3-methyl-7-(2-trifluoromethylbenzyl)-3,7-dihydropurine-2,6-dione TFA
Reaction equation
Br[C:2]1[N:10]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[C:18]([F:21])([F:20])[F:19])[C:9]2[C:8](=[O:22])[NH:7][C:6](=[O:23])[N:5]([CH3:24])[C:4]=2[N:3]=1.[NH:25]1[CH2:31][CH2:30][CH2:29][CH2:28][CH:27]([NH2:32])[CH2:26]1.C(N(CC)CC)C.[OH2:40].CS(C)=[O:43]>ClCCl>[OH:40][C:13]([C:18]([F:21])([F:20])[F:19])=[O:43].[NH2:32][CH:27]1[CH2:28][CH2:29][CH2:30][CH2:31][N:25]([C:2]2[N:10]([CH2:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[C:18]([F:21])([F:19])[F:20])[C:9]3[C:8](=[O:22])[NH:7][C:6](=[O:23])[N:5]([CH3:24])[C:4]=3[N:3]=2)[CH2:26]1Participants
7
Reactant 5
Product 1
Reagents, catalysts & solvents 1
Procedure
8-Bromo-3-methyl-7-(2-trifluoromethylbenzyl)-3,7-dihydropurine-2,6-dione (81A) (300 mg, 0,7 mmol) and azepan-3-ylamine (255 mg, 2,2 mmol), and triethylamine (0.5 ml, 3,7 mmol) were dissolved in 3 ml of DMSO and the mixture was subjected to microwaves (method F, 200° C., 300 W) for 10 minutes. To the reaction mixture was added 100 ml of water and 100 ml of dichloromethane, and the organic layer was washed with 1N NaOH, and dried over sodium sulfate. The solvents were evaporated and the crude product was purified by preparative HPLC (method A1, Rt=7.42 min.). Evaporation of the solvent afforded the title compound as a brown oil.
Workup
- washthe organic layer was washed with 1N NaOH
- dry with materialdried over sodium sulfate
- customThe solvents were evaporated
- customthe crude product was purified by preparative HPLC (method A1, Rt=7.42 min.)
- customEvaporation of the solvent
Sources & evidence
- ORD record
- ord-efb67c21adf6478da249d566bcfc60a8
- Source dataset
- uspto-grants-2005_03
- Patent number
- US06869947B2
Reaction notes
Loading…