Reacción #67826

ord-22f9770fa0e645b098c8c8c7298e0434

Ecuación de reacción

CC1(C)OC[C@H](CONC(=O)c2ccnc(Cl)c2Nc2ccc(I)cc2F)O1
2-Chloro-N-{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-3-(2-fluoro-4-iodo-phenylamino)-isonicotinamide
ClCCl.O=C(O)C(F)(F)F
TFA dichloromethane
→
O=C(NOC[C@H](O)CO)c1ccnc(Cl)c1Nc1ccc(I)cc1F
desired product
O=C(NOC[C@H](O)CO)c1ccnc(Cl)c1Nc1ccc(I)cc1F
2-Chloro-N-[(2R)-2,3-dihydroxy-propoxy]-3-(2-fluoro-4-iodo-phenylamino)-isonicotinamide

Reactantes

CC1(C)OC[C@H](CONC(=O)c2ccnc(Cl)c2Nc2ccc(I)cc2F)O1
2-Chloro-N-{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-3-(2-fluoro-4-iodo-phenylamino)-isonicotinamide
ClCCl.O=C(O)C(F)(F)F
TFA dichloromethane

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

Deprotection of 2-Chloro-N-{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-3-(2-fluoro-4-iodo-phenylamino)-isonicotinamide with 50:50 mixture of TFA/dichloromethane at room temperature for 30 minutes afforded the desired product. Purification by reverse phase LC/MS [7.94 min; 482 (M+1)].

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08524911B2uspto-grants-2013_09