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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1802005Generated: October 29, 2026

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

https://huagongshe.com/reaction/1802005

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 numberUS08349860B2
Source datasetuspto-grants-2013_01
ORD IDord-cb0b9a31ccb04098a1b451ae2612d948
Source noteuspto-grants-2013_01