Bicarbonate Ion → 6-(3,4-Dimethoxy-benzylamino)-2,4-pteridinediamine

Participants

Reaction Conditions

Reaction Steps

To a solution of 6-bromomethyl-2,4-pteridinediamine hydrobromide (59 mg, 0.176 mmol) in anhydrous N,N dimethylacetamide was added 3,4-dimethoxy-benzylamine (51.15 ul, 0.3512 mmol). The reaction mixture was stirred at 50° C. overnight. The crude product was poured into saturated bicarbonate solution. The resulted precipitate was collected and purified by preparative HPLC. 20.3 mg product was obtained. Yield: 34%; 1H NMR (500 MHz, DMSO-d6): δ 3.67534(s, 3H), 3.70494(s, 3H), 4.05412 (b, 4H), 6.78852–6.80460 (d, J=8.04 Hz, 1H), 6.83624 (s, 1H), 6.83624–6.85393 (d, J=8.195 Hz, 1H); 8.96623(s, 1H), 9.00584(s, 2H), 9.5577(s, 2H); ESI-MS: 342 (M++1)

Provenance & Evidence