Ammonium Chloride → HCID 86668125, compound

Participants

Reaction Conditions

Reaction Steps

The mixture of 4-(2-chloro-7-(4-fluorophenyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-ylamino)-1-(2-(3-methyl-1H-1,2,4-triazol-1-yl)-5-nitrophenoxy)butan-2-ol (70 mg, 0.126 mmol), iron (42.3 mg, 0.758 mmol) and ammonium chloride (67.6 mg, 1.264 mmol) in MeOH (842 μL) and water (421 μL) was heated at 80° C. for 1 h. The crude product was purified by Prep-HPLC to obtain 1-(5-amino-2-(3-methyl-1H-1,2,4-triazol-1-yl)phenoxy)-4-(2-chloro-7-(4-fluorophenyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-ylamino)butan-2-ol (53 mg, 80% yield). LC-MS (M+H)+=524.3. 1H NMR (500 MHz, methanol-d4) δ 9.30 (s, 1H), 7.70 (d, J=8.5 Hz, 1H), 7.23-7.15 (m, 2H), 7.10-7.04 (m, 2H), 6.98 (s, 1H), 6.84 (dd, J=8.9, 1.8 Hz, 1H), 4.38-4.32 (m, 1H), 4.24-4.20 (m, 1H), 4.19-4.07 (m, 2H), 3.77-3.67 (m, 2H), 2.88-2.80 (m, 1H), 2.76-2.70 (m, 2H), 2.50 (d, J=1.5 Hz, 3H), 2.09-2.03 (m, 1H), 2.01-1.94 (m, 1H), 1.87 (d, J=5.5 Hz, 1H).

Provenance & Evidence