2-Pyrazinecarboxylic acid → Methyl pyrazinoate

HRID 1278562Notes

Reaction equation

HRID 1278562 reaction equation
[C:1](Cl)(=O)C.[N:5]1[CH:10]=[CH:9][N:8]=[CH:7][C:6]=1[C:11]([OH:13])=[O:12]>CO>[N:5]1[CH:10]=[CH:9][N:8]=[CH:7][C:6]=1[C:11]([O:13][CH3:1])=[O:12]

Participants

4

Reactant 2

HCID 10472-Pyrazinecarboxylic acidHCID 6367Acetyl chloride

Product 1

HCID 72662Methyl pyrazinoate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Acetyl chloride (50 ml) was added very slowly to methanol (500 ml), and the mixture was allowed to cool before pyrazine-2-carboxylic acid (15 g, 124 mmol) in methanol (15 ml) was added. The reaction mixture was left to stand at room temperature overnight. The methanol was removed in vacuo to give the required product (22 g). 1H NMR (250 MHz, DMSO) δ 3.95 (3H, s), 8.82 (1H, m), 8.90 (1H, d, J=2.5 Hz), 9.21 (1H, d, J=2.5 Hz); MS (ES+) m/e 153 [MH+].

Workup

  1. additionwas added
  2. waitThe reaction mixture was left
  3. customThe methanol was removed in vacuo

Sources & evidence

ORD record
ord-ce5cdaaab0dd43ee9912bc2db3f321b1
Source dataset
uspto-grants-2002_09
Patent number
US06444666B1

Reaction notes

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