Réaction #1675

Équation de réaction

ammonium chloride

hexane

NaH

pyridinone

1-bromo-2-pentyne

→

product

5-(4-chlorophenyl)-1-(2-pentyn-1-yl)-2-pyrimidinone

Solvants

DMF

Conditions de réaction

Traitement

1. 1
   workup.WAITThe resulting mixture was kept at 0° C. for one half hour
2. 2
   ExtractionThe aqueous suspension was extracted with ether (3×100 ml)
3. 3
   Lavagethe combined ether layers washed with brine
4. 4
   Autredried
5. 5
   Autreyielding the crude product

Mode opératoire

To a suspension of NaH (60% in mineral oil, 340 mg) in dry DMF (75 ml) at 0° C. was added the preceding pyridinone (1.0 g) and the mixture was stirred at 0° C. for one half hour. To the resulting suspension was added 1-bromo-2-pentyne (750 mg) dropwise. The resulting mixture was kept at 0° C. for one half hour and poured into saturated aqueous ammonium chloride (200 ml). The aqueous suspension was extracted with ether (3×100 ml), the combined ether layers washed with brine and dried, yielding the crude product. Trituration with hexane yielded the product as a yellow solid.

Source