2,3-Dimethyl 2,3-pyridinedicarboxylate

The compound of formula I (80g, 0.48mol) was dissolved in methanol (400ml), and stirred at rt for 30min, then a solution of concentrated sulfuric acid (94.1g, 0.96mol), the completion of the dropwise addition of about half an hour, heated to 60 , the reaction overnight.Spin dry methanol under reduced pressure, and the concentrate was slowly poured into aqueous sodium carbonate solution, there are a lot of gas evolution.PH was adjusted to 7-8, (1000ml * 2) and extracted with methylene chloride, dried over anhydrous sodium sulfate, and dried under reduced pressure to spin, to give a pale yellow solid was 89.7g, 99percent purity, yield 95.8percent.Concentrated sulfuric acid (17.61 g, 179.51 mmol, 9.57 mL, 1.50 eq) was added to a solution of pyridine-2, 3-dicarboxylic acid (20.00 g, 119.67 mmol, 1.00 eq) in methanol (150.00 mL). Quinolinic acid (5, 15.6 g, 94.0 mmol, 1.00 eq.) was dissolved in MeOH (100 ml) and concentrated HTo the solution of pyridine-2, 3-dicarboxylic acid (50 g, 300 mmol) in MeOH (300 mL) was added SOClTo a solution of pyridine-2, 3-dicarboxylic acid (50.0 g, 0.299 mol) in methanol (500 ml) was added con. sulfuric acid (20 ml). After heated to reflux for 24 hours, the mixture wasbasified with saturate sodium carbonate solution until pH=8 and then extracted with ethyl acetate. The combined extracts were washed with brine, dried over magnesium sulphate, filtered and evaporated to give D78 (45.7 g) as a white solid. 1H NMR (ODd3) 6 ppm = 3.95 (s, 3H), 4.01 (s, 3H), 7.51 (m, 1H), 8.18 (dd, J = 6.4, 1.6Hz, 1 H), 8.77 (dd, J = 6.8, 2.0 Hz, 1 H).To a solution of pyridine-2, 3-dicarboxylic acid (50.0 g, 0.299 mol) in methanol (500 ml) was added con. sulfuric acid (20 ml). After heated to reflux for 24 hours, the mixture was basified with saturate sodium carbonate solution until pH=8 and then extracted with ethyl acetate. The combined extracts were washed with brine, dried over magnesium sulphate, filtered and evaporated to give D78 (45.7 g) as a white solid. A mixture of propargylamine (1a, 1.0 mmol, 55.1 mg), dimethyl acetylenedicarboxylate (2a, 1.3 mmol, 185.0 mg), AgOTf (25.7 mg, 0.1 mmol) and K

Molecular Weight:195.17
XLogP3:0.9
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:195.05315777
Monoisotopic Mass:195.05315777
Topological Polar Surface Area:65.5
Heavy Atom Count:14
Complexity:229
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes