Реакция #1973985

ord-18c9c39d2bae4ff1a5b1d8ce71963308

Уравнение реакции

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)c1ccoc1
furan-3-yl boronic acid
COc1c(-c2ccoc2)cc(-n2ccc(=O)[nH]c2=O)cc1-c1ccc2c(c1)CC=C2CCS(N)(=O)=O
title compound
Выход 45.0%
COc1c(-c2ccoc2)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)-3-(furan-3-yl)-2-methoxyphenyl)-1H-inden-3-yl)methyl)methanesulfonamide
Выход 45.0%

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Методика

The product from Example 63, Part A (25.9 mg, 0.050 mmol) was reacted with furan-3-yl boronic acid (7.2 mg, 0.064 mmol) as described in Example 63, Part B to give the title compound as an off-white solid (10.6 mg, 45%). 1H NMR (300 MHz, DMSO-d6) δ 11.46 (s, 1 H) 7.84 (d, J=8.09 Hz, 1 H) 7.80 (t, J=1.84 Hz, 1 H) 7.68-7.75 (m, 2 H) 7.54-7.64 (m, 2 H) 7.50 (t, J=6.07 Hz, 1 H) 7.35 (d, J=2.57 Hz, 1 H) 7.08 (d, J=1.47 Hz, 1 H) 6.57 (s, 1 H) 5.68 (d, J=8.09 Hz, 1 H) 3.47 (s, 2 H) 3.30 (s, 3 H) 2.96 (s, 3 H).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08501238B2uspto-grants-2013_08