Diisopropylethylamine → HCID 118093745, compound

Participants

Reaction Steps

4-{(R)-1-[4-((1S,2S)-2-Ethoxycarbonyl-cyclopropyl)-phenoxy]-7-fluoro-indan-4-yloxy}-benzoic acid (Intermediate 23, 100 mg, 0.21 mmol), methylamine hydrochloride (16 mg, 0.23 mmol), N,N-diisopropylethylamine (0.11 mL, 0.63 mmol) and 0-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (TBTU, 74 mg, 0.23 mmol) are combined in dry tetrahydrofuran (7 mL) and stirred overnight. The mixture is concentrated under vacuum, diluted with ethyl acetate, washed with 1 M aqueous HCl solution, saturated sodium bicarbonate solution and water, dried over sodium sulfate, filtered and the solvent removed. The residue is purified by flash chromatography (50% ethyl acetate in cyclohexane) to give the title compound (Yield 98 mg). LC (METHOD 5): tR=1.36 min; Mass spectrum (ES+): m/z=490 [M+H]+.

Provenance & Evidence