Ethanolamine → tert-Butyl ((5-(cyclohex-1-en-1-yl)-1-((3-(2-(dimethylamino)-2-oxoethoxy)phenyl) sulfonyl)-1H-pyrrol-3-yl)methyl)(methyl)carbamate

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Reaction Steps

2-(3-((4-(((tert-butoxycarbonyl)(methyl)amino)methyl)-2-(cyclohex-1-en-1-yl)-1H-pyrrol-1-yl)sulfonyl)phenoxy)acetic acid 8b (69 mg, 0.14 mmol) was dissolved in 15 mL of N, N-dimethylformamide, followed by addition of ethanolamine (16.7 mg, 0.27 mmol), 2-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (104 mg, 0.27 mmol) and N,N-diisopropylethylamine (53 mg, 0.41 mmol), and then the reaction solution was stirred for 1 h. The reaction solution was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography with elution system C to obtain the title product tert-butyl ((5-(cyclohex-1-en-1-yl)-1-((3-(2-(dimethylamino)-2-oxoethoxy)phenyl)sulfonyl)-1H-pyrrol-3-yl)methyl)(methyl)carbamate 8c (55 mg, a colorless oily product) in 76% yield.

Provenance & Evidence