6-Chloro-3,5-diMethylpyrazine-2-carboxaMide synthesis

4synthesis methods

Product Name:6-Chloro-3,5-diMethylpyrazine-2-carboxaMide
CAS Number:1166828-19-8
Molecular formula:C7H8ClN3O
Molecular Weight:185.61

Ethyl 6-chloro-3,5-diMethylpyrazine-2-carboxylate

1166827-48-0
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6-Chloro-3,5-diMethylpyrazine-2-carboxaMide

1166828-19-8
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Yield:1166828-19-8 92%

Reaction Conditions:

Stage #1: ethyl 6-chloro-3,5-dimethylpyrazine-2-carboxylatewith ammonia in methanol at 0;
Stage #2: at 20;

Steps:

2.A Intermediate A: 6-Chloro-3,5-dimethylpyrazine-2-carboxamide

Intermediate A: 6-Chloro-3,5-dimethylpyrazine-2-carboxamide Intermediate A-1 (227 g, 1057.54 mmol) was stirred in ammonia (7N in MeOH) (1957 mL, 89633.59 mmol) at ambient temperature overnight. The mixture was evaporated to dryness and the residue was triturated with ether and the suspension was filtered and at 40° C. under vacuum to afford the title compound (181 g, 92%) as a light brown solid. ¹H NMR (400 MHz, DMSO) δ 2.59 (3H, s), 2.67 (3H, s), 7.70 (1H, s), 7.99 (1H, s) m/z 186 (M+H)⁺.

References:

US2010/324068,2010,A1 Location in patent:Page/Page column 21

Butanoic acid, 2-[[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-1-oxopropyl]amino]-3-oxo-, ethyl ester

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References

1166827-49-1 Synthesis

2-Pyrazinecarboxylic acid, 1,6-dihydro-3,5-diMethyl-6-oxo-, ethyl ester

1166827-49-1
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1166828-19-8
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2-Pyrazinecarboxylic acid, 1,4-dihydro-6-hydroxy-3,5-dimethyl-, ethyl ester

1166831-64-6
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1166828-19-8
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References