3-Amino-N-methylbenzenemethanamine

General procedure: To a solution of the 1-adamantane carbonyl chloride (0.50 mmol, 1.06 equiv) in DCM (5 mL) was added triethylamine (0.15 mL), followed by the corresponding amine (0.47 mmol, 1 equiv). The reaction mixture was stirred at ambient temperature under nitrogen overnight. PS-Trisamine (10-20 mg) was added. After stirring at ambient temperature for another 2 h, the mixture was filtered and evaporation of the solvent gave a residue that was purified by flash chromatography (ethyl acetate-DCM gradient elution) to give the desired carboxamide derivatives.A mixture consisting of the 2-CHLOROQUINAZOLIN-4-ONE (1) from Step 1 (2.95 g, 11. 6 mmol), the above benzylamine (2) (1.65 g, 12.2 mmol), and N, N-diisopropylethylamine (1.5 g, 11.6 mmol) in 45 mL of EtOH was placed in a heavy-walled glass reaction vessel. A magnetic stirring bar was added and the reaction vessel was closed. The reaction mixture formed a SLURRY, and it was stirred while the reaction vessel was kept partially immersed in a 120C bath for 2 h. The mixture was allowed to remain at ambient temperature without stirring for 16 H. The solid product was collected, washed twice with ETOH, and dried at 65C in vacuo furnishing 3.7 g (90%) OF EXAMPLE B-1 as an off- white solid. Mp 268-269. 5C; Anal. (C19H22N403) Calcd.: C, 64.39 ; H, 6.26 ; N, 15.81. Found: C, 64.05 ; H, 6.25 ; N, 15.49.

Molecular Weight:136.19
XLogP3:0.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:136.100048391
Monoisotopic Mass:136.100048391
Topological Polar Surface Area:38
Heavy Atom Count:10
Complexity:93.3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes