Methyl 1,2-dihydro-2-oxopyridine-4-carboxylate Chemical Properties

Melting point:

211-212 °C

Boiling point:

342.4±42.0 °C(Predicted)

Density 

1.263±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

form 

solid

pka

11.02±0.10(Predicted)

color 

White to off-white

InChI

InChI=1S/C7H7NO3/c1-11-7(10)5-2-3-8-6(9)4-5/h2-4H,1H3,(H,8,9)

InChIKey

DATHOCDTDDUESC-UHFFFAOYSA-N

SMILES

C1(=O)NC=CC(C(OC)=O)=C1

Safety Information

Hazard Codes 

Xi

RIDADR 

UN2811

Hazard Note 

Irritant

HS Code 

2933399990

Methyl 1,2-dihydro-2-oxopyridine-4-carboxylate Usage And Synthesis

Uses

Methyl 1,2-dihydro-2-oxopyridine-4-carboxylate is an ester derivative, mainly used as a pharmaceutical intermediate.

Synthesis

The synthesis method of Methyl 1,2-dihydro-2-oxopyridine-4-carboxylate is as follows: Dissolve 10 g (0.066 mol) of m-nitrobenzaldehyde and 11 g (0.067 mol) of ethyl chloroacetate in 60 ml of benzene, and add 1 ml of piperidine. 1 ml of glacial acetic acid, heated in a water bath, and the water generated in the reaction was continuously removed with a Dean-start water separator. After refluxing for 3h, the benzene was evaporated, 20ml of ether was added to the residue, frozen, crystallized, suction filtered, and dried to give 16.2g of methyl 2-hydroxypyridine-4-carboxylate, yield 82%, mp 92 -96°C.

References

[1] Patent: WO2010/104830, 2010, A1. Location in patent: Page/Page column 70-71
[2] Patent: WO2013/105676, 2013, A1. Location in patent: Page/Page column 220; 221

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