Diethyl Ether → HCID 58529811, compound

Participants

Reaction Steps

A suspension of tert-butyl 2-[4-amino-5-(2-benzyl-2H-indazol-6-yl)pyrrolo[2,1-f][1,2,4]triazin-7-yl]morpholine-4-carboxylate (680 mg, 1.3 mmol) in dichloromethane (6 mL) was treated with trifluoroacetic acid (4 mL) and the solution allowed to stir for 10 min. Volatiles were removed in vacuo and the residue taken up in 25 mL of 1,2-dichloroethane. This solution was again dissolved in 1,2-dichloroethane and concentrated in vacuo. This process was repeated 2 additional times, yielding a brown semi-solid. Trituration with ether:hexanes provided the desired product 560 mg (99%) as a brown solid; 1H NMR (300 MHz, DMSO-d6) δ 8.55 (s, 1 H), 7.93 (s, 1 H), 7.81 (d, 1 H, J=9 Hz), 7.65 to 7.73 (m, 1H), 7.59 (s, 1H), 7.26 to 7.41 (m, 5H), 7.13 (d, 1H, J=9 Hz), 6.76 (s, 1H), 5.65 (s, 2H), 5.09 (dd, 1H, J=10, 2 Hz), 4.12 (dd, 1H, J=6, 2 Hz), 3.85 to 3.94 (m, 1H), 3.65 to 3.76 (m, 1H), 3.15 to 3.23 (m, 1H), 2.98 to 3.08 (m, 1H), 2.80-2.96 (m, 2H); ES-MS m/z 426.2 [M+H]+, HPLC RT (min) 2.11.

Provenance & Evidence