Triethylamine → HCID 23462043, compound

Reaction equation

[OH:1][CH2:2][C:3]1[CH:8]=[N:7][C:6]([CH3:9])=[CH:5][N:4]=1.C(N(CC)CC)C.[C:17](Cl)(=[O:22])[C:18]([CH3:21])([CH3:20])[CH3:19]>C1C=CC=CC=1>[C:17]([O:1][CH2:2][C:3]1[CH:8]=[N:7][C:6]([CH3:9])=[CH:5][N:4]=1)(=[O:22])[C:18]([CH3:21])([CH3:20])[CH3:19]

Participants

Procedure

To a solution of 2-hydroxymethyl-5-methylpyrazine (6.2 g) and triethylamine (6.4 ml) in anhydrous benzene (150 ml) dropwise addition was made of a solution of pivaloyl chloride (6.15 ml) in anhydrous benzene (50 ml). The solution was maintained at boiling for 7 hours, the solvent was then evaporated and the residue treated with acetone. After filtration of the insoluble solid, the filtrate was evaporated to dryness and the residue re-dissolved in chloroform. The chloroform solution was first dehydrated and then evaporated to dryness, obtaining 7 g (71.5%) of 5-methyl-2-pyrazinylmethyl pivalate, b.p.=74° C./0.1 mmHg.