Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 911058Generated: November 2, 2026

Anisole → 5-Bromo-2-(4-phenethylthiazol-2-ylamino)pyridine-4-thiol

https://huagongshe.com/reaction/911058

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnisoleHCID 7519—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(4-methoxybenzylthio)-5-bromo-N-(4-phenethylthiazol-2-yl)pyridine-2-amineHCID 86634772—
SolventTrifluoroacetic acidHCID 6422—
Product5-Bromo-2-(4-phenethylthiazol-2-ylamino)pyridine-4-thiolHCID 17852772772.2%

Reaction Conditions

Temperature75 °C

Reaction Steps

4-(4-methoxybenzylthio)-5-bromo-N-(4-phenethylthiazol-2-yl)pyridine-2-amine (1.23 g, 2.4 mmol) was dissolved in TFA (10 mL):anisole (2 mL) (5:1). The reaction mixture was stirred at 75° C. overnight, then neutralized with solid NaHCO3, extracted with EtOAc, dried, and concentrated. The crude material was triturated in MeOH and filtered. The filtrate was further concentrated and triturated again with MeOH. The solids were combined and dried to give the desired product (0.68 g, 72% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022222B2
Source datasetuspto-grants-2011_09
ORD IDord-a0b7f573027c4478b41296cc46429dfd
Source noteuspto-grants-2011_09