6-AMINOPICOLINIC ACID METHYL ESTER Chemical Properties

Melting point:

95.0 to 99.0 °C

Boiling point:

321.1±22.0 °C(Predicted)

Density 

1.238±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

powder to crystal

pka

1.83±0.10(Predicted)

color 

White to Yellow to Orange

λmax

326nm(DMSO)(lit.)

InChI

InChI=1S/C7H8N2O2/c1-11-7(10)5-3-2-4-6(8)9-5/h2-4H,1H3,(H2,8,9)

InChIKey

OHIHEJTUXNQOPM-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

36052-26-3

Safety Information

Hazard Codes 

Xi

HS Code 

2933399990

6-AMINOPICOLINIC ACID METHYL ESTER Usage And Synthesis

Chemical Properties

White to off-white powder

Uses

6-Aminopyridine-2-carboxylic Acid Methyl Ester is an intermediate used to prepare thienopyrroles as allosteric inhibitors of hepatitis C virus NS5B polymerase.

Synthesis

Concentrated sulfuric acid (20 ml) was added dropwise to a methanolic solution (150 ml) of 6-aminopyridine-2-carboxylic acid (10 g). The mixture was refluxed for 16 hours. Most of the methanol was removed in vacuum. The residue was poured into ice water. The mixture was adjusted to pH with 6n sodium hydroxide solution 8-9 and then extracted with ethyl acetate. The organic phase was washed with brine, dried over sodium sulfate and filtered. The filtrate was concentrated to the title compound methyl 6-aminopyridinecarboxylate. Yield 7.5 g.

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