Reacción #78475

ord-b6e4f9dce14c45c49596fa618965b7d5

Ecuación de reacción

CCO.CCOC(C)=O.N
ethyl acetate ethanol ammonia
COC(=O)C1Cc2ccccc2N1C(=O)c1cnc2c(c1)nc(CCc1ccc(C#N)cc1)n2C
2-[2-(4-cyanophenyl)ethyl]-3-methyl-6-(2-methoxycarbonyl-2,3-dihydroindol-1-yl-carbonyl)imidazo[4,5-b]pyridine
Cl
hydrochloric acid
O=C([O-])[O-].[NH4+].[NH4+]
ammonium carbonate
→
COC(=O)C1Cc2ccccc2N1C(=O)c1cnc2c(c1)nc(CCc1ccc(C(=N)N)cc1)n2C.Cl
2-[2-(4-amidinophenyl)ethyl]-3-methyl-6-(2-methoxycarbonyl-2,3-dihydroindol-1-yl-carbonyl)imidazo[4,5-b]pyridine hydrochloride
Rendimiento 20.0%

Reactantes

—
C27H26N6O3
CCO.CCOC(C)=O.N
ethyl acetate ethanol ammonia
COC(=O)C1Cc2ccccc2N1C(=O)c1cnc2c(c1)nc(CCc1ccc(C#N)cc1)n2C
2-[2-(4-cyanophenyl)ethyl]-3-methyl-6-(2-methoxycarbonyl-2,3-dihydroindol-1-yl-carbonyl)imidazo[4,5-b]pyridine
Cl
hydrochloric acid
O=C([O-])[O-].[NH4+].[NH4+]
ammonium carbonate

Reactivos

Ninguno

Disolventes

CO
methanol

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

Prepared analogously to Example 1 from 2-[2-(4-cyanophenyl)ethyl]-3-methyl-6-(2-methoxycarbonyl-2,3-dihydroindol-1-yl-carbonyl)imidazo[4,5-b]pyridine, methanolic hydrochloric acid, methanol, and ammonium carbonate. Yield: 20% of theory, C27H26N6O3 (482.54); Rf value: 0.30 (silica gel; ethyl acetate/ethanol/ammonia=50:45:5); EKA mass spectrum: (M+H)+=483.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06710055B2uspto-grants-2004_03