Pyridine → HCID 57757842, compound

Participants

Reaction Conditions

Reaction Steps

2-Amino-4-bromopyridine 4 (5.00 g, 28.9 mmol) and p-toluenesulfonyl chloride (6.10 g, 31.8 mmol) were dissolved in dry pyridine (100 mL) and heated at 80° C. for 5 h. The pyridine was removed under reduced pressure to give a solid. The solid was suspended in ethyl acetate, then collected by filtration and washed with ethyl acetate to give the tosylate 5 as a crystalline solid (yield: 7.50 g, 79%); 1H NMR [400 MHz, (CD3)2SO] δ 11.6 (v br s, 1H), 7.99 (br d, J=5.6 Hz, 1H), 7.78 (d, J=8.3 Hz, 2H), 7.37 (d, J=7.0 Hz, 2H), 7.27 (br s, 1H), 7.17 (br d, J=5.2 Hz, 1H), 2.36 (s, 3H).

Provenance & Evidence