ChemicalBook--->CAS DataBase List--->77168-85-5

77168-85-5

77168-85-5 Structure

77168-85-5 Structure
IdentificationBack Directory
[Name]

Methyl 5-chloro-6-methylpyrazine-2-carboxylate
[CAS]

77168-85-5
[Synonyms]

N-1H-BENZIMIDAZOL-4-YLFORMAMIDE
Methyl 5-chloro-6-methylpyrazine-2-carboxylate
1,4-Butanediamine,N1,N4-bis(7-chloro-5-quinolinyl)-
5-Chloro-6-methyl-2-pyrazinecarboxylic acid methyl ester
5-Chloro-6-methyl-pyrazine-2-carboxylic acid methyl ester
2-Pyrazinecarboxylic acid, 5-chloro-6-methyl-, methyl ester
Methyl 5-chloro-6-methylpyrazine-2-carboxylate ISO 9001:2015 REACH
[Molecular Formula]

C7H7ClN2O2
[MDL Number]

MFCD18633146
[MOL File]

77168-85-5.mol
[Molecular Weight]

187
Chemical PropertiesBack Directory
[Melting point ]

40-43℃
[Boiling point ]

260℃
[density ]

1.314
[Fp ]

111℃
[storage temp. ]

Inert atmosphere,2-8°C
[form ]

powder
[pka]

-3.86±0.10(Predicted)
[color ]

Yellow
[InChI]

InChI=1S/C7H7ClN2O2/c1-4-6(8)9-3-5(10-4)7(11)12-2/h3H,1-2H3
[InChIKey]

GGNGFNQPYMKDDR-UHFFFAOYSA-N
[SMILES]

C1(C(OC)=O)=NC(C)=C(Cl)N=C1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P271-P261
[HS Code ]

2933199090
Questions And AnswerBack Directory
[Pharmaceutical intermediate]

The N-methyl-d-aspartate (NMDA) receptor is arguably an important signaling mechanism in the human brain and NMDA receptors play a critical role in regulating the strength of synapses, that is, in regulating synaptic plasticity. Methyl 5-chloro-6-methylpyrazine-2-carboxylate is the key materials to prepare the NMDA receptor.

Hazard InformationBack Directory
[Uses]

Methyl 5-?Chloro-?6-?methylpyrazine-?2-?carboxylate is a reactant used in the synthesis of 4,5-dihydro-5-oxo-2-pyrazinecarboxylic acid 1-oxides.
[Synthesis]

2-Pyrazinecarboxylic acid, 4,5-dihydro-6-Methyl-5-oxo-, Methyl ester

77168-84-4

Methyl 5-chloro-6-methylpyrazine-2-carboxylate

77168-85-5

The general procedure for the synthesis of methyl 5-chloro-6-methylpyrazine-2-carboxylate from methyl 6-methyl-5-oxo-4,5-dihydropyrazine-2-carboxylate was as follows: a solution of methyl 6-methyl-5-oxo-4,5-dihydropyrazine-2-carboxylate was added to POCl3 (20 mL) in DMF (20 mL). The reaction mixture was refluxed for 0.5 h and subsequently poured into ice water. The aqueous layer was extracted with CHCl3 and the organic phase was dried and concentrated with MgSO4. The residue was purified by silica gel column chromatography (eluent: CHCl3) to afford methyl 5-chloro-6-methylpyrazine-2-carboxylate (2.34 g, 52% yield); melting point 49-50 °C.

[References]

[1] Chemical and Pharmaceutical Bulletin, 1980, vol. 28, # 10, p. 3057 - 3063
[2] Patent: US5811428, 1998, A
Spectrum DetailBack Directory
[Spectrum Detail]

Methyl 5-chloro-6-methylpyrazine-2-carboxylate(77168-85-5)1HNMR
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