Sarcosine → HCID 46940830, compound

Participants

Reaction Steps

Sodium cyanoborohydride (29.7 mg; 0.47 mmol) was added into a solution of 4-(5-(2-(methoxymethyl)-2′-methylbiphenyl-4-yl)-1,2,4-oxadiazol-3-yl)-3-methylbenzaldehyde (185 mg, 0.43 mmol) and 2-(methylamino)acetic acid (65 mg, 0.87 mmol) in a mixture of methanol (3 mL), DCM (3 mL) and acetic acid (75 μl). The mixture was stirred at room temperature overnight and the solvent was then removed in vacuo. The residue was purified by preparative HPLC to give the title compound as a pale yellow gum. 1H NMR (DMSO-d6, 400 MHz) δ 8.37-8.32 (1H, m), 8.20 (1H, dd, J=7.8, 1.9 Hz), 8.06 (1H, d, J=7.7 Hz), 7.47-7.37 (5H, m), 7.38-7.29 (1H, m), 7.18 (1H, d, J=7.3 Hz), 4.23 (2H, m), 3.78 (2H, s), 3.28 (3H, s), 3.25 (2H, s), 2.67 (3H, s), 2.34 (3H, s), 2.07 (3H, s). LC/MS (Method A): 472 (M+H)+. HPLC (Method F) Rt 3.19 min (Purity: 99.2%).

Provenance & Evidence