Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → HCID 10240028, compound

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Reaction Steps

In a 50-mL round-bottom flask, 5-[(4,4,5,7-tetramethyl-3,4-dihydro-2H-chromen-6-yl)methyl]-2-furoic acid (114.53 mg, 0.364 mmol) and HATU (152.36 mg, 0.400 mmol) were dissolved in DMF (2 mL). To this solution 4,6-dimethoxy-N2-(3-morpholin-4-ylpropyl)pyrimidine-2,5-diamine (209) (108.32 364 mmol) and triethylamine,(91.98 mg, 0.911 mmol) were added. The reaction mixture was stirred at room temperature overnight. The solution was filtered through a PTFE (polytetrafluoroethylene) membrane micro filter. The crude mixture was purified by HPLC C18 column, eluted with aceonitrile/water/0.1% ACOH (30% ACN-70% CAN over 30 min) to yield N-{4,6-dimethoxy-2-[(3-morpholin-4-ylpropyl)amino]pyrimidin-5-yl}-5-[(4,4,5,7-tetramethyl-3,4-dihydro-2H-chromen-6-yl)methyl]-2-furamide (I1) (15.9 mg, 7% yield). 1H NMR (CDCl3) δ 1.31(s, 6H), 1.80(m, 4H, J=6.80, 6.42, 6.04 Hz), 2.15(s, 3H), 2.23(s, 3H), 2.49(m, 6H), 2.63(t, 2H, J=6.80 Hz), 3.49(q, 2H, J=6.04, 5.67 Hz), 3.75(t, 4H, J=4.53 Hz), 3.87(s, 6H), 3.98(s, 2H), 5.74(s, 1H), 5.80(d, 1H, J=3.02 Hz), 6.56(s, 1H), 7.01 (d, 1H, J=3.02 Hz), 7.05(s, 1H). (M+1) 594.2.

Provenance & Evidence