Reacción #157337

Ecuación de reacción

HCl

1,4-dioxane

tert-butyl 4-(benzo[d]thiazol-6-ylcarbamoyl)-3-((pyridin-3-yloxy)methyl)piperazine-1-carboxylate di-TFA salt

→

title compound

Rendimiento 85.1%

N-(benzo[d]thiazol-6-yl)-2-((pyridin-3-yloxy)methyl)piperazine-1-carboxamide

Rendimiento 85.1%

Disolventes

MeOH

Condiciones de reacción

Tratamiento posterior

1. 1
   Concentraciónthe reaction mixture was concentrated under reduced pressure
2. 2
   workup.DISSOLUTIONdissolved in 1 N NaOH
3. 3
   Extracciónextracted with EtOAc (3×)
4. 4
   SecadoThe combined extracts were dried over Na2SO4
5. 5
   Filtraciónfiltered
6. 6
   Concentraciónconcentrated under reduced pressure

Procedimiento

4 M HCl in 1,4-dioxane (6 mL, 24 mmol) was added to a solution of tert-butyl 4-(benzo[d]thiazol-6-ylcarbamoyl)-3-((pyridin-3-yloxy)methyl)piperazine-1-carboxylate di-TFA salt (154 mg, 0.221 mmol) in MeOH (1 mL). After stirring overnight, the reaction mixture was concentrated under reduced pressure, dissolved in 1 N NaOH, and extracted with EtOAc (3×). The combined extracts were dried over Na2SO4, filtered, and concentrated under reduced pressure, yielding 69.5 mg (85%) of the title compound as an off-white solid. LC-MS: RT=3.62 min, [M+H]+=370.1.

Fuente