Реакция #1973979

ord-0b8caf15b12349f38585802f004987b1

Уравнение реакции

COc1c(-c2ccc3nc(N)sc3c2)cc(-n2ccc(=O)[nH]c2=O)cc1C(C)(C)C
product
COc1c(-c2ccc3nc(N)sc3c2)cc(-n2ccc(=O)[nH]c2=O)cc1C(C)(C)C
1-(3-(2-aminobenzo[d]thiazol-6-yl)-5-tert-butyl-4-methoxy-phenyl)pyrimidine-2,4(1H,3H)-dione
CC(=O)OC(C)=O
acetic anhydride
COc1c(-c2ccc3nc(NC(C)=O)sc3c2)cc(-n2ccc(=O)[nH]c2=O)cc1C(C)(C)C
title compound
Выход 88.0%
COc1c(-c2ccc3nc(NC(C)=O)sc3c2)cc(-n2ccc(=O)[nH]c2=O)cc1C(C)(C)C
N-(6-(3-tert-butyl-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2-methoxyphenyl)benzo[d]thiazol-2-yl)acetamide
Выход 88.0%

Условия реакции

Температура
100°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураto cool to room temperature
  2. 2
    ФильтрацияThe resulting solid was collected by filtration
  3. 3
    Промывкаwashed with H2O
  4. 4
    Другоеdried

Методика

A mixture of the product from Example 53 (30 mg, 0.071 mmol) and acetic anhydride (3 mL) was stirred at 100° C. for 2 h, and then allowed to cool to room temperature. The resulting solid was collected by filtration, washed with H2O, and dried to give the title compound as an off-white solid (29 mg, 88%). 1H NMR (300 MHz, DMSO-d6) δ 12.42 (s, 1 H) 11.41 (d, J=2.21 Hz, 1 H) 8.12 (d, J=1.47 Hz, 1 H) 7.82 (d, J=8.46 Hz, 1 H) 7.78 (d, J=8.09 Hz, 1 H) 7.61 (dd, J=8.46, 1.84 Hz, 1 H) 7.31 (q, J=2.70 Hz, 2 H) 5.64 (dd, J=8.09, 2.21 Hz, 1 H) 3.24 (s, 3 H) 2.22 (s, 3 H) 1.41 (s, 9 H).

Источник

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