Реакция #502105

ord-a83387cdb3d04fc18f5c12294af90f82

Уравнение реакции

O=C(O)c1ccnc(Br)c1
2-bromoisonicotinic acid
CNOC.Cl
N,O-dimethylhydroxylamine hydrochloride
CCN=C=NCCCN(C)C
1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide
c1ccncc1
pyridine
CON(C)C(=O)c1ccnc(Br)c1
compound
Выход 82.4%
CON(C)C(=O)c1ccnc(Br)c1
2-Bromo-N-methoxy-N-methylisonicotinamide
Выход 82.4%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    КонцентрированиеThe mixture is concentrated
  2. 2
    ПромывкаThe organic phase is washed with 50 ml of a 1N solution of sodium hydroxide and 50 ml of a saturated solution of sodium chloride
  3. 3
    Сушкаdried over magnesium sulphate
  4. 4
    Концентрированиеconcentrated under reduced pressure

Методика

In a round-bottomed flask, 2.0 g of 2-bromoisonicotinic acid, 1.1 g of N,O-dimethylhydroxylamine hydrochloride, 3.8 g of 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide and 3.2 ml of pyridine are placed in 50 ml of tetrahydrofuran. The mixture is stirred at ambient temperature for 40 h. The mixture is concentrated, and the residue is taken up in 50 ml of ethyl acetate and 50 ml of water. The organic phase is washed with 50 ml of a 1N solution of sodium hydroxide and 50 ml of a saturated solution of sodium chloride, dried over magnesium sulphate and then concentrated under reduced pressure. 2.0 g of compound are obtained.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08088765B2uspto-grants-2012_01