3-BroMo-N-(4-fluorobenzyl)aniline, 97% synthesis

Yield:868595-97-5 47%

Reaction Conditions:

with potassium carbonate in DMF (N,N-dimethyl-formamide) at 140; for 0.25 h;Microwave;

Steps:

1

To a microwave vial (Personal chemistry) was added K2C03 (601 mg, 4.35 mmol) and DMF (3 ml). To the mixture was added 3-bromoaniline (500 mg, 2.9 mmol) and 4-fluorobenzylbromide (548 mg, 2.9 mmol). The vial was then sealed and was subjected to Smith Synthesizer (140°C, 900 seconds). To the mixture was added EtOAc. The mixture was then washed with water and was concentrated. CombiflashNo. column chromatography (from 10% EtOAc in hexanes to 20% EtOAc in hexanes) gave the desired product (191 mg, 47% yield). NMR (CDC13) No. 4.06 (br s, 1 H), 4.23 (m, 2 H), 6.50 (m, 1 H), 6.74 (s, 1 H), 6.80 (m, 1 H), 7.00 (m, 3 H), 7.25 (m, 2 H).

References:

WO2005/103010,2005,A2 Location in patent:Page/Page column 37