Реакция #41790

Уравнение реакции

4-(4-methylamino-3-nitro-phenoxy)-pyridine-2-carboxylic acid

EDC-HCl

HOAT

diisopropylethylamine

2,2-dimethyl-oxazolidine

→

4-(4-Methylamino-3-nitro-phenoxy)-pyridine-2-carboxylic acid (2-hydroxy-ethyl)-amide

Растворители

ethyl acetate

THF

Условия реакции

Обработка

1. 1
   workup.ADDITIONwere added
2. 2
   workup.ADDITIONwas added
3. 3
   Промывкаwashed with water
4. 4
   ПромывкаThe aqueous layer was washed with ethyl acetate
5. 5
   Сушкаdried over MgSO4
6. 6
   Фильтрацияfiltered
7. 7
   Концентрированиеconcentrated

Методика

To a suspension of the 4-(4-methylamino-3-nitro-phenoxy)-pyridine-2-carboxylic acid (1 eq) in dry THF, EDC-HCl (1.2 eq), HOAT (1.2 eq), and diisopropylethylamine (3 eq) were added. The suspension was stirred for 10 minutes whereupon 2,2-dimethyl-oxazolidine (1.1 eq) was added and the solution is allowed to stir overnight. The mixture was then diluted with ethyl acetate and washed with water. The aqueous layer was washed with ethyl acetate, the organic layers combined, dried over MgSO4, filtered, and concentrated. LCMS m/z 333.2 (MH+), tR=2.1 min.

Источник