Water → HCID 22508660, compound

HRID 984842Notes

Reaction equation

HRID 984842 reaction equation
Cl[C:2]1[N:10]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH3:18])[C:9]2[C:8](=[O:19])[N:7]([CH3:20])[C:6](=[O:21])[N:5]([CH3:22])[C:4]=2[N:3]=1.[NH:23]1[CH2:29][CH2:28][CH2:27][CH2:26][CH:25]([NH2:30])[CH2:24]1.C(N(CC)CC)C.O>CS(C)=O.ClCCl>[NH2:30][CH:25]1[CH2:26][CH2:27][CH2:28][CH2:29][N:23]([C:2]2[N:10]([CH2:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[CH3:18])[C:9]3[C:8](=[O:19])[N:7]([CH3:20])[C:6](=[O:21])[N:5]([CH3:22])[C:4]=3[N:3]=2)[CH2:24]1

Participants

7

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 759632HCID 759632, compoundHCID 2756445Azepan-3-amine

Product 1

HCID 22508660HCID 22508660, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 6344DichloromethaneSolvent

Procedure

8-Chloro-1,3-dimethyl-7-(2-methylbenzyl)-3,7-dihydropurine-2,6-dione (85A) (300 mg, 0,9 mmol) and azepan-3-ylamine (322 mg, 2.8 mmol), and triethylamine (0.7 ml, 4.7 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=7.5 min.). Evaporation of the solvent afforded the title compound as a brown oil.

Workup

  1. washthe organic layer was washed with 1N NaOH
  2. dry with materialdried over sodium sulfate
  3. customThe solvents were evaporated
  4. customthe crude product was purified by preparative HPLC (method A1, Rt=7.5 min.)
  5. customEvaporation of the solvent

Sources & evidence

ORD record
ord-da902ab0a78a438992f00f9793aa5343
Source dataset
uspto-grants-2005_03
Patent number
US06869947B2

Reaction notes

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