Trifluoromethanesulfonic acid → Biphenyl-1-carboxylic acid (R)-(6-(1-((2-pentoxyethyl)methylamino)ethylideneamino)-2(R)-hydroxyindan-1-yl)amide

Participants

Reaction Steps

Dissolve the crude triflic acid salt of (1-methylsulfanylethyl)(2-pentoxyethyl)methylamine (192.1 mg, 0.523 mmol) and biphenyl-4-carboxylic acid (R)-(6-amino-2(R)-hydroxyindan-1-yl)amide (170.8 mg, 0.496 mmol) in 10 mL pyridine and allow it to stir for 22 hours. Remove the solvent in vacuo and partition the residue between methylene chloride and saturated aqueous sodium hydrogen carbonate. Dry the organic layer with magnesium sulfate. Filter and remove the solvent in vacuo to give 112.3 mg of crude product. Purify via Biotage chromatography (10% MeOH/EtOAc 25% MeOH/EtOAc) to afford 27.8 mg of the titled product (11% yield). MS (ES): m/z 514.5 (M+H).

Provenance & Evidence