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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846694Generated: November 3, 2026

4-(Tri-n-butylstannyl)thiazole → Tert-butyl 3-fluoro-4-(thiazol-4-yl)phenylcarbamate

https://huagongshe.com/reaction/1846694

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Tri-n-butylstannyl)thiazoleHCID 2763258—
ReactantTert-butyl 3-fluoro-4-iodophenylcarbamateHCID 44203004—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductTert-butyl 3-fluoro-4-(thiazol-4-yl)phenylcarbamateHCID 5747187962%

Reaction Steps

A solution of tert-butyl 3-fluoro-4-iodophenylcarbamate (500 mg, 1.48 mmol) and 4-(tributylstannyl)thiazole (0.578 mL, 1.80 mmol) in dioxane (6 mL) was degassed with Ar before being charged with Pd(Ph3P)4 (170 mg, 0.147 mmol). It was stirred at 100 C for 34 h, then concentrated in vacuo. The residue was loaded to a flash column, eluted with 0-25% EtOAc in hexane to give tert-butyl 3-fluoro-4-(thiazol-4-yl)phenylcarbamate (270 mg). MS 295.3 (M+H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952027B2
Source datasetuspto-grants-2015_02
ORD IDord-e0b5c2cb75cb44019437d326e3fff189
Source noteuspto-grants-2015_02