Sodium Carbonate → 4-Chloro-6-thiophen-2-yl-pyrimidine

Participants

Reaction Conditions

Reaction Steps

To a flask fitted with a condenser was added 4,6-dichloro-pyrimidine (500 mg, 3.36 mmol), thiophene-2-boronic acid (429 mg, 3.36 mmol), Pd(OAc)2 (38 mg, 0.17 mmol), Ph3P (88 mg, 0.34 mmol), 1 M Na2CO3 (10.4 mL, 10.4 mmol), and DME (20 mL). The resulting mixture was heated at 100° C. for 18 h. After cooling, the resulting mixture was partitioned between CHCl3 (30 mL) and water (30 mL). The organic layer was dried and concentrated to yield a crude residue which was purified on SiO2 (0-30% EtOAc/hexanes) to yield 4-chloro-6-thiophen-2-yl-pyrimidine.

Provenance & Evidence