Bicarbonate Ion → 6-{[(Naphthalen-1-yl-methyl)-amino]-methyl}-2,4-pteridinediamine

Participants

Reaction Conditions

Reaction Steps

To a solution of 6-bromomethyl-2,4-pteridinediamine hydrobromide (51 mg, 0.2 mmol) in anhydrous N,N dimethylacetamide was added 1-aminomethyl-naphthalene (31.67 ul, 0.22 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. 9 mg product was obtained. Yield: 15%; 1H NMR(500 MHz, DMSO-d6): δ 4.6479(s, 2H ), 4.7893(s, 2H), 7.575–7.6244(m, 3H), 7.74232–7.7570(d, J=6.91 Hz, 1H), 7.9935–8.0276(dd, J1=8.06 Hz, J2 =8.995 Hz, 2H), 8.1670–8.1831(d, J=8.04 Hz, 1H), 8.8430(s, 1H); ESI-MS: m/z 332 (M++1)

Provenance & Evidence