Hydrochloric Acid → HCID 59465203, compound

Participants

Reaction Steps

(7S)-2-amino-8-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]-7-methyl-7,8-dihydropteridin-6(5H)-one (Example 1)(164 mg, 0.50 mmol) was stirred in THF (3 mL) and borane-THF complex (1M in THF, 2 mL, 2 mmol) was added slowly. The mixture was stirred at room temperature for 1 hour, then heated at reflux for 30 minutes. The mixture was slowly treated with hydrochloric acid (2M, 5 mL). The solution was loaded onto a SCX column and washed with methanol. The product was eluted with methanolic ammonia (7M) and the volatiles were removed under reduced pressure. Further purification was achieved by MPLC eluting with 5-30% methanol/DCM to give the title compound as a cream foam (115 mg, 73%); 1H NMR spectrum (400 MHz, CDCl3) δ1.22 (3H, d), 2.24 (6H, s), 2.94-2.97 (1H, m), 3.13-3.17 (1H, m), 3.20 (1H, s), 3.57-3.62 (1H, m), 3.75 (3H, s), 4.32 (1H, d), 4.36 (2H, s), 5.59 (1H, d), 7.33 (1H, s), 8.17 (1H, s);

Provenance & Evidence