Triethylamine → Tert-butyl (6-fluoro-4-(2-(5-fluoro-2-(2-(2-oxo-2,3-dihydro-1H-imidazol-1-yl)ethylamino)pyrimidin-4-yl)benzo[b]thiophen-7-yl)pyridin-3-yl)methyl(methyl)carbamate

Participants

Reaction Conditions

Reaction Steps

Combine {4-[2-(2-chloro-5-fluoro-pyrimidin-4-yl)-benzo[b]thiophen-7-yl]-6-fluoro-pyridin-3-ylmethyl}-methyl-carbamic acid tert-butyl ester (0.52 g, 1.04 mmol) and triethylamine (0.87 mL, 6.24 mmol) in n-butanol (10.0 mL). Add 1-(2-amino-ethyl)-1,3-dihydro-imidazol-2-one; compound with trifluoro-acetic acid (0.75 g, 3.12 mmol). Heat the reaction mixture at 120° C. for 54 hours for completion, then cool to room temperature. Remove solvent on a rotovap to obtain the crude product. Purify the crude by column chromatography (0.5% to 6% 2 M NH3 in methanol solution in dichloromethane) to afford the desired product (0.28 g). MS (ES) m/z 594 [M+1]+.

Provenance & Evidence