Identification | Back 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 Properties | Back 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 |
Questions And Answer | Back 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.
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Hazard Information | Back 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]
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 |
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