2-chloro-N,N-dimethylacetamide → 2-[2-fluoro-5-(7-trifluoromethyl[1,8]naphthyridin-4-yl)phenoxy]-N,N-dimethylacetamide

Participants

Reaction Steps

2-Fluoro-5-(7-trifluoromethyl[1,8]naphthyridin-4-yl)phenol (50.0 mg, 0.16 mmol) was alkylated with 2-chloro-N,N-dimethylacetamide (20.1 μL, 23.7 mg, 0.20 mmol) as described in Example 47, affording 2-[2-fluoro-5-(7-trifluoromethyl[1,8]naphthyridin-4-yl)phenoxy]-N,N-dimethylacetamide (36.8 mg, 58%). δH (360 MHz, CDCl3) 2.99 (3H, s), 3.10 (3H, s), 4.85 (2H, s), 7.05-7.09 (1H, m), 7.18 (1H, dd, J 2.1 and 8.1), 7.31 (1H, dd, J 8.1 and 10.9), 7.54 (1H, d, J 4.2), 7.82 (1H, d, J 8.4), 8.53 (1H, d, J 8.4), 9.25 (1H, d, J 4.6). m/z (ES+) 394 [MH]+.

Provenance & Evidence