Methyl 5-(bromomethyl)pyridine-2-carboxylate

5-(Bromomethyl)pyridine-2-carboxylate To a solution of 5-methylpyridirie-2-carboxylic acid methyl ester (140 mg, 0.93 mmol) in CClINTERMEDIATE 37 - PREPARATION of Methyl 5-(bromomethyl)picolinate. To a mixture of methyl 5-methylpicolinate (1.25 g; 8.27 mmol) in carbon tetrachloride (45 mL) was added N-bromosuccinimide (1.78 g, 9.92 mmol) and benzoyl peroxide (0.205 g; 0.827 mmol). The mixture was refluxed for 18 hours and the resulting suspension was concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (eluent 0 to 8percent ethyl acetate in dichloromethane) to 0.450g (24percent) of methyl 5- (bromomethyl)picolinate as a beige solid.ESI/APCI(+): 230 (M+H).To a mixture of methyl 5-methylpicolinate (1.25 g; 8.27 mmol) in carbon tetrachloride (45 mL) was added N-bromosuccinimide (1.78 g, 9.92 mmol) and benzoyl peroxide (0.205 g; 0.827 mmol). The mixture was refluxed for 18 hours and the resulting suspension was concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (eluent 0 to 8percent ethyl acetate in dichloromethane) to 0.450 g (24percent) of methyl 5-(bromomethyl)picolinate as a beige solid. [0623] ESI/APCI(+): 230 (M+H).Example 8. Synthesis of 1-548-101. Into a 2000-mL 4-necked round-bottom flask, was placed a solution of methyl 5-methylpicolinate (85 g, 539.68 mmol, 1.00 equiv, 96percent) in CC1Step 1: Sodium hydride(21.60 mg, 539.98 mmol, purity60%) was added into the compound 9-1(70.00 mg, 269.99mmol) in dimethylformamide(5.00 mL) solution, then stirred at 0 C for 30 mins, then 2-methylformate-5-bromomethylpyridine(124.23 mg, 539.98 mmol) was added and was continued stirring at 0 C for 30 mins, the temperaturewas raised to rt and stirred for 30 mins. The mixture was quenched by saturated ammonium chloride(1 mL1), water(15 mL) was added then extracted with EtOAc (10 mL 3). The combined organic phases were washed by water(10 mL2) and saturated brine (10 mL), then was dried, filtered and concentrated, followed by purification withpreparative TLC (PE/EA = 1/1) to give the compound 9-2. MS ESI calculated value C23H21FN2O4 [M + H]+ 409, measured value 409.A mixture of 2, 6-dihydroxybenzaldehyde (leq) and A mixture of 2-hydroxyl-5-methoxybenzaldehyde (leq) and

Molecular Weight:230.06
XLogP3:1.6
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:228.97384
Monoisotopic Mass:228.97384
Topological Polar Surface Area:39.2
Heavy Atom Count:12
Complexity:163
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes