Diisopropylethylamine → HCID 86707705, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 6-bromo-4-chloropyrrolo[1,2-b]pyridazine-3-carboxamide (Preparation 5, 38.3 mg, 0.140 mmol) and (1R,3R)-3-amino-1,2,2-trimethylcyclopentanol (from Step 2 of Intermediate 20, 20 mg, 0.140 mmol) in MeCN (1 mL) was added DIPEA (0.050 mL, 0.279 mmol). The reaction was sealed and heated to at 120° C. for 60 min. The reaction was cooled and concentrated then purified by flash chromatography on silica gel using 30-70% ethyl acetate/hexanes as the eluent to afford the title compound (47 mg, 86% yield). HPLC (Conditions L): retention time=7.21 min., (condition P): retention time=8.31 min.; LCMS: 382.97 (M+2); 1H NMR (CDCl3, 400 MHz) δ 10.51 (br d, J=9.4 Hz, 1H), 7.84 (s, 1H), 7.57 (d, J=1.7 Hz, 1H), 6.97 (d, J=1.8 Hz, 1H), 5.45 (br s, 2H), 4.69 (q, J=9.5 Hz, 1H), 2.38 (m, 1H), 1.99 (m, 1H), 1.79 (m, 1H), 1.56 (m, 1H), 1.27 (s, 3H), 1.01 (s, 3H), 0.98 (s, 3H).

Provenance & Evidence