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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 523056Generated: October 26, 2026

5-(Tributylstannyl)-1,3-thiazole → 3-Chloro-6-(5-thiazolyl)isoquinoline

https://huagongshe.com/reaction/523056

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(Tributylstannyl)-1,3-thiazoleHCID 2763257—
Reactant6-Bromo-3-chloroisoquinolineHCID 22607530—
CatalystHCID 178418397HCID 178418397—
SolventDimethoxyethane methanolHCID 86595564—
Product3-Chloro-6-(5-thiazolyl)isoquinolineHCID 8999574628%

Reaction Conditions

Temperature120 °C

Reaction Steps

A suspension of 6-bromo-3-chloroisoquinoline (39 mg, 0.16 mmol), 5-(tributylstannyl)-thiazole (72 mg, 0.19 mmol) and Pd(PPh3)4 (18.6 mg, 0.016 mmol) in DME/MeOH (3/1 mL) was stirred at 120° C. under microwave irradiation for 60 minutes. The reaction mixture was filtered and concentrated in vacuo. The residue was purified using Biotage silica gel column chromatography eluting with 25% EtOAc in cyclohexane to afford the title compound (11 mg, 28%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09334286B2
Source datasetuspto-grants-2016_05
ORD IDord-d6c58911c82f49dea7effa019ccf4c40
Source noteuspto-grants-2016_05