Yield:112734-22-2 5 mmol

Reaction Conditions:

with borane-THF in tetrahydrofuran at 0 - 20; for 16 h;

Steps:

76 (4-Bromo-2-fluoro-phenyl)methanamine

4-Bromo-2-fluorobenzonitrile (5.00 mmol) in THF (30 mL)was cooled to 0 °C. A borane tetrahydrofuran complexsolution (1 M in THF, 15.0 mL) was added dropwise. Thesolution was stirred at 0 °C for 20 mm before being broughtup to RT and stirred for 16 h. MeOH was added dropwise (30 mL) and the solution was concentrated under reduced pressure. The residue was partitionedbetween an aqueous solution of NaOH (1 M) and EtOAc. The organic layer was worked up to give the titled compound (5.00 mmol) as a yellow oil. 1H NMR (400 MHz, CDCI3, ): 7.42-7.27 (m, 1H), 7.25-7.16 (m, 2H), 3.65 (t, J = 6.6 Hz, 2H).

References:

WO2017/103611,2017,A1 Location in patent:Paragraph 00336