5-Bromo-3,4-dimethyl-2-pyridinamine

Procedure B: To a mixture of (5.00 g, 24.87 mmol), DMF (10 mL) and Nu, Nu-dimethylformamide dimethyl acetal (11.15 mL, 83 mmol). The vial was heated to 80 C for 6 hours. The vial was cooled to room temperature. The volatiles were removed under vacuum and the resulting oil was dissolved in MeOH (5 mL) and pyridine (3.02 mL, 37.3 mmol) and cooled to 0 C. Hydroxylamine-O-sulfonic acid (4.22 g, 37.3 mmol) was added over 15 minutes and the mixture allowed to warm to room temperature overnight. The solution was concentrated under vacuum. The resulting white solid was partitioned between EtOAc and 1.5 M potassium phosphate solution. The organic layer was separated and the aqueous layer was extracted with EtOAc (2 x50 mL). The combined organics were washed with water (50 mL) and brine (50 mL), dried over magnesium sulfate, filtered and concentrated to give a white solid. The solid was dissolved in DCM and MeOH and charged to an 80G silica gel column which was eluted with 0-100% ethyl acetate/hexane. Following concentration of the fractions, 6-bromo-7, 8-dimethyl-[l, 2, 4]triazolo[l, 5-a]pyridine (5.2 g, 23.00 mmol, 92 % yield) was collected as a whitish solid. LC-MS: M+l= 226/228, rt = 0.75 min, [Al]; NMR: NMR (400 MHz, CHLOROFORM-d) delta 8.68 (s, 1H), 8.26 (s, 1H), 2.68 (s, 3H), 2.50 (s, 3H).A mixture of

Molecular Weight:201.06
XLogP3:1.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:199.99491
Monoisotopic Mass:199.99491
Topological Polar Surface Area:38.9
Heavy Atom Count:10
Complexity:118
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes