Diethyl cyanophosphonate → HCID 71526223, compound

Participants

Reaction Conditions

Reaction Steps

5-Cyclopropyl-6-cyclopropylmethoxy-pyrazine-2-carboxylic acid (Example 10 g, 100 mg, 0.43 mmol) was suspended in DME (3 mL). Diethoxy-phosphorylformonitrile (226.0 mg, 0.80 mmol), DIEA (0.63 mL, 4.2 mmol) and (S)-2-cyclopropyl-1-(5-methyl-[1, 2, 4]oxadiazol-3-yl)-ethylamine (Example 20e, 82.2 mg, 0.64 mmol) were added and the reaction mixture was heated at 100° C. for 10 min under microwave condition. The mixture was extracted with ethyl acetate and water; the organic phase was dried over Na2SO4, filtered and concentrated in vacuo. The crude material was purified by reverse phase preparative HPLC (Xterra-RP18, 10 μ, 19×250 mm/acetonitrile/10 mM ammonium acetate in water) to give the desired product (20 mg, 11.72%) as white solid; LC-MS (UV peak area, ESI) 96.20%, 384.2 (M+H).

Provenance & Evidence