Triethylamine → HCID 90449553, compound

Participants

Reaction Steps

3-((1′-(tert-Butoxycarbonyl)-1-((2-(trimethylsilyl)ethoxy)carbonyl)spiro[indoline-3,3′-pyrrolidin]-5-yl)methyl)cyclobutanecarboxylic acid (17.5 mg, 0.033 mmol) was dissolved in methylene chloride (1 mL) Thereafter, azetidine hydrochloride (6.0 mg, 0.064 mmol), triethylamine (9.0 μL, 0.065 mmol), and PyBOP (34.0 mg, 0.065 mmol) were added to the above obtained solution at room temperature, and the thus obtained mixture was then stirred for 15 hours. Thereafter, water was added to the reaction solution, and the mixed solution was then extracted with chloroform. The organic layer was washed with brine, and was then dried over anhydrous sodium sulfate, followed by concentration in vacuo. The obtained residue was purified by silica gel column chromatography (chloroform:methanol=10:1) to obtain 1-(2-(trimethylsilyl)ethyl) 1′-tert-butyl 5-((3-(azetidine-1-carbonyl)cyclobutyl)methyl)spiro[indoline-3,3′-pyrrolidine]-1,1′-dicarboxylate (11.2 mg, 60%) in the form of a light brown oily product.

Provenance & Evidence