Réaction #157386

Équation de réaction

HCl

1,4-dioxane

tert-butyl 4-(benzo[d]oxazol-2-yl)-3-((pyridin-3-yloxy)methyl)piperazine-1-carboxylate di-TFA salt

→

2-(2-((pyridin-3-yloxy)methyl)piperazin-1-yl)benzo[d]oxazole

Solvants

MeOH

Conditions de réaction

Traitement

1. 1
   Concentrationthe reaction mixture was concentrated under reduced pressure
2. 2
   workup.DISSOLUTIONThe material was dissolved in EtOAc (40 mL)
3. 3
   Lavagewashed with 1 N NaOH (2×20 mL) and brine (20 mL)
4. 4
   Séchagedried over Na2SO4
5. 5
   Filtrationfiltered
6. 6
   Concentrationconcentrated under reduced pressure

Mode opératoire

4 M HCl in 1,4-dioxane (6 mL, 24 mmol) was added to a solution of tert-butyl 4-(benzo[d]oxazol-2-yl)-3-((pyridin-3-yloxy)methyl)piperazine-1-carboxylate di-TFA salt (74 mg, 0.14 mmol) in MeOH (1 mL). After 1 h, the reaction mixture was concentrated under reduced pressure. The material was dissolved in EtOAc (40 mL), washed with 1 N NaOH (2×20 mL) and brine (20 mL), dried over Na2SO4, filtered, and concentrated under reduced pressure. This gave 34.7 mg (79%) of the desired product as a thick yellow oil. LC-MS: RT=4.00 min, [M+H]+=311.1.

Source