Reacción #89390

ord-3c16c894d57d4a94bebae00b040356d5

Ecuación de reacción

COC(=O)c1cc(C)ccc1-c1ccccn1
methyl 5-methyl-2-(pyridin-2-yl)benzoate
Cc1ccc(Br)c(C(=O)N2CCC[C@@H](C)[C@H]2CN2C(=O)c3ccccc3C2=O)n1
2-(((2S,3R)-1-(3-bromo-6-methylpicolinoyl)-3-methylpiperidin-2-yl)methyl)isoindoline-1,3-dione
CCC[CH2][Sn]([CH2]CCC)([CH2]CCC)[c]1ncccn1
2-(tributylstannyl)pyrimidine
→
Cc1ccc(-c2ncccn2)c(C(=O)N2CCC[C@@H](C)[C@H]2CN2C(=O)c3ccccc3C2=O)n1
title compound
Cc1ccc(-c2ncccn2)c(C(=O)N2CCC[C@@H](C)[C@H]2CN2C(=O)c3ccccc3C2=O)n1
2-(((2S,3R)-3-Methyl-1-(6-methyl-3-(pyrimidin-2-yl)picolinoyl)piperidin-2-yl)methyl)isoindoline-1,3-dione

Reactantes

COC(=O)c1cc(C)ccc1-c1ccccn1
methyl 5-methyl-2-(pyridin-2-yl)benzoate
Cc1ccc(Br)c(C(=O)N2CCC[C@@H](C)[C@H]2CN2C(=O)c3ccccc3C2=O)n1
2-(((2S,3R)-1-(3-bromo-6-methylpicolinoyl)-3-methylpiperidin-2-yl)methyl)isoindoline-1,3-dione
CCC[CH2][Sn]([CH2]CCC)([CH2]CCC)[c]1ncccn1
2-(tributylstannyl)pyrimidine

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

The title compound was prepared following the same general protocol as described for methyl 5-methyl-2-(pyridin-2-yl)benzoate in Example A9, using 2-(((2S,3R)-1-(3-bromo-6-methylpicolinoyl)-3-methylpiperidin-2-yl)methyl)isoindoline-1,3-dione and 2-(tributylstannyl)pyrimidine. ESI-MS (m/z): 456, [M+1]+.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09440982B2uspto-grants-2016_09