Reacción #1973984

ord-6c8ee128d3ff4d9abe6095c80c028c07

Ecuación de reacción

COc1c(Br)cc(-n2ccc(=O)[nH]c2=O)cc1-c1ccc2c(c1)CC=C2CCS(N)(=O)=O
product
COc1c(Br)cc(-n2ccc(=O)[nH]c2=O)cc1-c1ccc2c(c1)CC=C2CCS(N)(=O)=O
((6-(3-bromo-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2-methoxyphenyl)-1H-inden-3-yl)methyl)methanesulfonamide
OB(O)c1ccsc1
thiophen-3-yl boronic acid
COc1c(-c2ccsc2)cc(-n2ccc(=O)[nH]c2=O)cc1-c1ccc2c(c1)CC=C2CCS(N)(=O)=O
title compound
Rendimiento 33.0%
COc1c(-c2ccsc2)cc(-n2ccc(=O)[nH]c2=O)cc1-c1ccc2c(c1)CC=C2CCS(N)(=O)=O
((6-(5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2-methoxy-3-(thiophen-3-yl)phenyl)-1H-inden-3-yl)methyl)methanesulfonamide
Rendimiento 33.0%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

The product from Example 63, Part A (25.9 mg, 0.050 mmol) was reacted with thiophen-3-yl boronic acid (8.1 mg, 0.063 mmol) as described in Example 63, Part B to give the title compound as an off-solid (8.6 mg, 33%). 1H NMR (300 MHz, DMSO-d6) δ 11.45 (d, J=1.84 Hz, 1 H) 7.93 (d, J=2.94 Hz, 1 H) 7.87 (d, J=7.72 Hz, 1 H) 7.53-7.75 (m, 6 H) 7.49 (t, J=6.25 Hz, 1 H) 7.39 (d, J=2.57 Hz, 1 H) 6.57 (s, 1 H) 5.68 (dd, J=7.91, 2.02 Hz, 1 H) 4.19 (d, J=5.15 Hz, 2 H) 3.47 (s, 2 H) 3.21 (s, 3 H) 2.96 (s, 3 H).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08501238B2uspto-grants-2013_08