HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561198Generated: October 31, 2026
Methyl 2-bromothiazole-5-carboxylate → Methyl 2-{4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl}-1,3-thiazole-5-carboxylate
https://huagongshe.com/reaction/561198
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl 2-bromothiazole-5-carboxylate | HCID 2773502 | — |
| Reactant | 4-[2-(Trifluoromethyl)phenoxy]piperidine | HCID 5018790 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Methyl 2-{4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl}-1,3-thiazole-5-carboxylate | HCID 57659049 | — |
Reaction Steps
A mixture of methyl 2-bromo-1,3-thiazole-5-carboxylate (10 g, 45 mmol) and 4-[2-(trifluoromethyl)phenoxy]piperidine (12.1 g, 50 mmol) in dioxane (160 mL) was heated at 80-85° C. overnight. After cooling, the mixture was diluted with water and extracted with EtOAc. The EtOAc extract was washed twice with water, dried (Na2SO4) and concentrated. The crude material was purified by column chromatography on silica gel (eluting with 50% EtOAc/hexanes) to afford the title compound as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08063224B2 |
|---|
| Source dataset | uspto-grants-2011_11 |
|---|
| ORD ID | ord-52950cb1f6af416aaadcf818869a573e |
|---|
| Source note | uspto-grants-2011_11 |
|---|