6-AMino-3-broMo-2-Methylbenzoic acid

To a solution of 6-amino-3-bromo-2-methyl-benzoic acid (3.88 g, 14.6 mmol) in DMF (30mL) were added tert-butyl 2-amino-2-methyl-propanoate hydrochloride (2.99 g, 15.3 mmol), 1 H-i , 2, 3-benzotriazole-i -ol (2.56 g, 18.9 mmol), 1 -Ethyl-3-(3-dimethylaminopropyl) carbodiimide (3.23 g, 16.0 mmol) and methylmorpholine (5.95 g, 6.5 mL, 58.2 mmol). The reaction mixture was stirred at 80C for 2h, cooled to 25C and diluted with ethyl acetate and water. The aqueous phase was extracted with ethyl acetate (1X5OmL). The organic phasewas washed with water (3X3OmL), then brine (1X3OmL), dried over anhydrous Mg504, filtered and concentrated under reduced pressure. The obtained residue was purified by chromatographie over silica gel (cyclohexane I ethyl acetate 10 : 0 to 1: 9) to give tert-butyl 2-[(6-am ino-3-bromo-2-methyl-benzoyl)amino]-2-methyl-propanoate as a yellow solid. 1H NMR (400 MHz, CDCI3): = 7.3 (d, 1H), 6.4 (d, 1H), 6.25 (s, 1H), 4.25 (s, 2H), 2.35 (s, 3H), 1.6 (s, 6H, 1.5 (s, 9H). MS: mlz = 371 (M+i).

Molecular Weight:230.06
XLogP3:2.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:228.97384
Monoisotopic Mass:228.97384
Topological Polar Surface Area:63.3
Heavy Atom Count:12
Complexity:186
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes