Dimethylacetamide → HCID 11439630, compound

Participants

Reaction Conditions

Reaction Steps

4-Chloro-2-pyridin-4-ylquinazoline (1 mmol) was dissolved into N,N-dimethylacetamide (0.5 M), followed by addition of diispropylethylamine (2 mmol) and 1S, 2R-(−)-cis-1-amino-2-indanol (1.2 mmol) and was stirred at 85° C. for 2 h. The reaction was poured into water and back-extracted with ethyl acetate (3×). The combined organic layers were washed with 1N HCl, followed by a brine wash, and dried over magnesium sulfate. The final product was purified by MPLC and lyophilized to a yellow powder. (78%) 1H NMR (400 MHz, d6-DMSO): δ 8.75 (d, 2H), 8.55 (d, 1H), 8.35 (m, 2H), 7.85 (d, 2H), 7.55 (m, 1H), 7.35 (d, 2H), 7.25 (m, 2H), 6.15 (m, 1H), 4.85 (m, 1H), 3.25 (dd, 1H), 3.00 (d, 1H). MS (EI) for C22H18N4O: 355 (MH+).

Provenance & Evidence