Triethylamine → HCID 86712626, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of 4-chloro-2-methylthiopyrimidine (200 μL, 1.72 mmol), PdCl2(PPh3)2 (121 mg, 0.172 mmol), CuI (33.0 mg, 0.172 mmol), PPh3 (45.0 mg, 0.172 mmol), methyl 2-(2-ethynyl phenyl)acetate (K1) (359 mg, 1.08 mmol) and Et3N (0.938 mL) in THF (6 mL) was heated at 100° C. under microwave irradiation for 10 minutes. The volatiles were removed in vacuo and the resultant residue adsorbed onto silica gel and purified by column chromatography (Biotage Isolera, SiO2 cartridge, 0-40% EtOAc in petroleum benzine 40-60° C., then Biotage Isolera, SiO2 cartridge, 0-40% EtOAc in DCM) to give the title compound A1 as a yellow oil (323 mg, 63%); 1H NMR (400 MHz, CDCl3) δ 8.50 (d, J=5.0 Hz, 1H), 7.63 (dd, J=7.6, 1.1 Hz, 1H), 7.44-7.29 (m, 3H), 7.12 (d, J=5.0 Hz, 1H), 3.92 (s, 2H), 3.71 (s, 3H), 2.59 (s, 3H).

Provenance & Evidence