Реакция #1135851

ord-c793924ab4d740a896acec8a0791da6e

Реагенты

Нет

Растворители

Условия реакции

Температура
0°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Промывкаwashed with water
  2. 2
    ЭкстракцияThe organic extract
  3. 3
    Другоеwas dried
  4. 4
    Концентрированиеconcentrated
  5. 5
    Другоеpurified by column chromatography

Методика

3-Amino-5-bromo pyridine (XVIII) (1 eq) was dissolved in DCM and cooled to 0° C. before adding pyridine (2.2 eq) and isobutyryl chloride (XIX) (1.1 eq). The reaction mixture was stirred at r.t. for 15 h until TLC showed the reaction was complete. The reaction mixture was diluted with DCM and washed with water. The organic extract was dried, concentrated and purified by column chromatography using silica gel (100-200 mesh) to afford N-(5-bromopyridin-3-yl)isobutyramide (XX) as a off white solid, (71% yield). 1H NMR (CDCl3) δ ppm 8.55-8.35 (m, 3H), 7.32 (s, 1H), 2.59-2.48 (m, 1H), 1.28-1.27 (d, 6H); ESIMS found C9H11BrN2O m/z 243.05 (M+H).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09381192B2uspto-grants-2016_07