4-Bromo-2-fluorobenzenemethanamine

Clear colorless to slightly yellow liquid

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).General procedure: Step 1: To a solution of compound 12a-1 (2 g, 10 mmol) in THF (5 mL) was added dropwise borane-tetrahydrofuran (100 mL, 1M) at room temperature, the system was slowly raised to 85 C. and stirred for 2 hours. The mixture was cooled to room temperature, quenched with methanol and concentrate to give 1.95 g of white solid compound 12a-2. MS m/z (ESI): 204 [M+H]+.

Molecular Weight:204.04
XLogP3:1.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:202.97459
Monoisotopic Mass:202.97459
Topological Polar Surface Area:26
Heavy Atom Count:10
Complexity:110
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes