1-Bromo-2-Chloroethane → HCID 67018656, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 3-(7-hydroxy-4-methyl-1-oxoisoquinolin-2(1H)-yl)-4-methylbenzoic acid (570 mg), potassium carbonate (2.5 g) and 1-bromo-2-chloroethane (0.9 ml) in DMF (13 ml) and heated at 50° C. for 41 hours. The reaction mixture was cooled to 40° C. and 2N NaOH solution (8 ml) was added and the reaction mixture was stirred for 1.5 hours. The reaction mixture was allowed to cool and then adjusted to pH 1 using 1N HC1, the resulting solid was collected by filtration and washed with diethyl ether to yield 3-[7-(2-chloroethoxy)-4-methyl-1-oxoisoquinolin-2(1H)-yl]-4-methylbenzoic acid as a brown solid (426 mg); NMR Spectrum: (DMSOd6) 1.14 (s, 3H), 2.27 (s, 3H), 4.01 (t, 2H), 4.41 (m, 2H), 7.14 (s, 1H), 7.50-7.57 (m, 2H), 7.73-7.78 (m, 3H), 7.96 (d, 1H), 13.05 (br s, 1H); Mass Spectrum: M+H+ 372.

Provenance & Evidence