1-Methylthyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid

To a stirred solution of methyl l-methyl-2-oxo-l, 2-dihydropyridine-4- carboxylate (1 g, 1.0 eq) in 25 mL MeOH was added a solution of LiOHHExample 231-Methyl-2-oxo-1, 2-dihydropyridine-4-carboxylic acid The title compound of Example 22 was dissolved in water (45 mL). Sodium hydroxide (7.92 g, 198 mmol) was dissolved in water (14 mL) and potassium ferricyanide (22.3 g, 67.6 mmol) was dissolved in water (37 mL). 2 mL aliquots of the sodium hydroxide solution and 4 mL aliquots of the potassium ferricyanide solution were added at 0.5 h intervals. After the addition of both reagents was complete the reaction was heated to 50° C. for 1 h, then cooled to room temperature and acidified with concentrated hydrochloric acid. The title product was then filtered off to be used in the subsequent reaction (2.73 g, 54percent).EXAMPLE 176B 1-methyl-2-oxo-1, 2-dihydro-4-pyridinecarboxylic acid A solution of Example 176A (4.0 g, 18 mmol) in water (20 mL) at room temperature was treated alternatively, at 45-minute intervals, with 2 mL and 3 mL portions of K3Fe(CN)6 (9.6 g, 29 mmol) in water (16 mL) at 50 C. and NaOH (3.5 g, 87 mmol) in water (6 mL) at room temperature. After the fourth addition (of the NaOH solution), the mixture was treated four times with 3 mL of K3Fe(CN)6 solution at 45 minute intervals, heated to 55 C., stirred for 1 hour, cooled to room temperature, adjusted to pH 3 with NaOH, and filtered to provide the desired product of sufficient purity for subsequent use without further purification. MS (DCI/NH3) m/z 154 (M+H)+and 171 (M+NH4)+; 1H NMR (300 MHz, CD3OD) delta 7.73 (d, 1H), 7.10 (d, 1H), 6.79 (dd, 1H), 3.60 (s, 3H).To a stirred solution of

Molecular Weight:153.14
XLogP3:-0.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:153.042593085
Monoisotopic Mass:153.042593085
Topological Polar Surface Area:57.6
Heavy Atom Count:11
Complexity:265
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes