Reacción #64394

Ecuación de reacción

7-methyl-2-propyl-3-[2'-(aminosulfonyl)[1,1']biphenyl-4-yl]methyl-6-[(1-oxobutyl)amino]-3H-imidazo[4, 5-b]pyridine

n-butylchloroformate

MeOH

→

title compound

7-methyl-2-propyl-3-[[2'-(N-butoxycarbonylaminosulfonyl)[1,1']biphenyl-4-yl]methyl]-6-[(1-oxobutylamino)]-3H-imidazo[4,5-b]pyridine

Disolventes

pyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   Concentraciónthe mixture was concentrated
2. 2
   workup.DISSOLUTIONdissolved in CH2Cl2 (40 mL)
3. 3
   Lavadowashed with 5% aqueous citric acid (2×20 mL)
4. 4
   Concentraciónconcentrated
5. 5
   Otropurified (SiO2, (89:9:1CH2Cl2 /MeOH/NH4OH)

Procedimiento

To a mixture of 7-methyl-2-propyl-3-[2'-(aminosulfonyl)[1,1']biphenyl-4-yl]methyl-6-[(1-oxobutyl)amino]-3H-imidazo[4, 5-b]pyridine (60 mg, 0.112 mmol) and 4-dimethyaminopyridine (41 mg) in pyridine (1.5 mL) was added n-butylchloroformate (0.071 mL, 0.56 mmol). After 14 h at r.t., MeOH (1 mL) was added and the mixture was concentrated, dissolved in CH2Cl2 (40 mL), washed with 5% aqueous citric acid (2×20 mL), concentrated, and purified (SiO2, (89:9:1CH2Cl2 /MeOH/NH4OH) to give the title compound as a solid.

Fuente