Реакция #1973983

ord-e9813d15f2a046ed84f45038640b9aeb

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)c1cccs1
thiophen-2-yl boronic acid
COc1c(-c2ccc3c(c2)CC=C3CCS(N)(=O)=O)cc(-n2ccc(=O)[nH]c2=O)cc1-c1cccs1
title compound
Выход 32.0%
COc1c(-c2ccc3c(c2)CC=C3CCS(N)(=O)=O)cc(-n2ccc(=O)[nH]c2=O)cc1-c1cccs1
((6-(5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2-methoxy-3-(thiophen-2-yl)phenyl)-1H-inden-3-yl)methyl)methanesulfonamide
Выход 32.0%

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Методика

The product from Example 63, Part A (26.5 mg, 0.051 mmol) was reacted with thiophen-2-yl boronic acid (8.3 mg, 0.065 mmol) as described in Example 63, Part B to give the title compound as an off-white solid (8.6 mg, 32%). 1H NMR (300 MHz, DMSO-d6) δ 11.47 (s, 1 H) 7.86 (d, J=7.72 Hz, 2 H) 7.55-7.78 (m, 5 H) 7.50 (t, J=6.25 Hz, 1 H) 7.38 (d, J=2.57 Hz, 1 H) 7.16-7.21 (m, 1 H) 6.58 (s, 1 H) 5.69 (d, J=7.72 Hz, 1 H) 4.19 (d, J=4.78 Hz, 2 H) 3.48 (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