(3-BROMOBENZYL)METHYLAMINE

Step B: To a solution of 3-bromobenzaldehyde (47.5 mL, 0.4 mol) in methanol (460 mL) at room temperature was added a solution of methylamine in water (35 mL, 0.4 mol, 40 wt. percent solution). The resultant solution was cooled to 0° C. and sodium borohydride (22 g, 0.6 mol) was added to it in portions. The reaction solution was stirred at 0° C. for 3 hours and 30 minutes, and then warmed to room temperature. The resultant reaction mixture was concentrated in vacuo and partitioned between dichloromethane and water. The aqueous layer was separated and washed with dichloromethane (3.x.). The combined organic extract was washed with saturated sodium bicarbonate and brine, dried over magnesium sulfate, filtered and concentrated in vacuo to give the desired benzylamine (76 g, 81percent) as a clear oil: Example 95 Referential Example 3 General procedure: 5-Chloro-2-hydroxybenzaldehyde (1.00 g, 6.39 mmol) was dissolved in methanol (69 mL). Under anhydrous atmosphere, methanamine (40percent in water, 11 mL, 126.00 mmol) was added and the reaction was stirred at room temperature for 2 hours. Then the reaction mixture was cooled to 0°C and sodium borohydride (0.48 g, 12.70 mmol) was added and stirred at room temperature overnight. The crude was evaporated under reduced pressure and purified directly by flash chromatography (dichloromethane to dichloromethane/methanol/ammonia (80:20:2)) to yield the title compound (1.04 g, 88percent) as a white solid.

Molecular Weight:200.08
XLogP3:2.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:198.99966
Monoisotopic Mass:198.99966
Topological Polar Surface Area:12
Heavy Atom Count:10
Complexity:95.3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes