Trifluoroacetic acid → HCID 66849464, compound

Participants

Reaction Steps

A mixture of 3-amino-5-(3,3-dimethyl-but-1-ynyl)-thiophene-2-carboxylic acid methyl ester (2.62 g, 11.06 mmol), 4-(tetrahydro-furan-3S-yloxy)-cyclohexanone (1.7 g, 9.22 mmol), TFA (2.84 mL, 36.9 mmol) and triethylsilane (2.94 mL, 18.44 mmol) in CH2Cl2 (15 mL) was stirred for 24 h at room temperature. The reaction was concentrated in vacuo to remove volatiles and the crude oil was dissolved in toluene (50 mL) and concentrated (repeat) to give a yellow solid. The crude solid was purified by column chromatography (hexane/ethylacetate) to give 5-(3,3-dimethyl-but-1-ynyl)-3-[4-(tetrahydro-furan-3-yloxy)-cyclohexylamino]-thiophene-2-carboxylic acid methyl ester (1.35 g, 3.33 mmol) as a single isomer.

Provenance & Evidence