1,2-Dichloroethane → HCID 16005229, compound

Participants

Reaction Steps

To a solution of 2-(2-methoxy-5′-(methoxymethyl)biphenyl-4-yl)-2-methylpropanoic acid (example 27a) (315 mg, 1 mmol) in DCM (10 mL) and DMF (1 mL) were added HOBt (135 mg, 1 mmol) and isobutyl amine (98 μL, 1 mmol) followed by EDC (197 mg, 1 mmol). The mixture was stirred at room temperature overnight and concentrated under reduced pressure. The residue was dissolved in EtOAc, washed with water and brine, dried over MgSO4, filtered and evaporated. The residue was purified by preparative RP HPLC (water-acetonitrile) to give a colorless oil that was further evaporated from EtOH (3×) and dried to yield 150 mg (41%) of the product. 1H NMR (400 MHz, dMSO): δ 0.76-0.77 (t, 3H), 1.49 (s, 6H), 1.10-1.72 (m, 1H), 2.85-2.88 (t, 2H), 3.30 (s, 3H), 3.74 (s, 3H), 4.44 (s, 2H), 6.96-6.98 (m, 2H), 7.22-7.26 (m, 2H), 7.36-7.38 (m, 4H); MS+H (370.2).

Provenance & Evidence