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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 921010Generated: November 1, 2026

Cesium carbonate → HCID 71062895, compound

https://huagongshe.com/reaction/921010

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant5-BromoindoleHCID 24905—
Reactant2-BromothiazoleHCID 76430—
SolventDimethylformamideHCID 6228—
ProductHCID 71062895HCID 7106289552.7%

Reaction Conditions

Temperature90 °C

Reaction Steps

2-Bromo thiazole (0.837 g, 5.10 mmol) was added to a solution of 5-bromo indole (1 g, 5.10 mmol) in DMF (15 mL) followed by cesium carbonate (3.32 g, 10.20 mmol), and the mixture was stirred at 90° C. for 12 h. Insoluble solids were filtered off, the filtrate was concentrated and partitioned between ethyl acetate and water. Organic layer was separated, washed with brine, dried over sodium sulphate, and filtered. The filtrate was concentrated under reduced pressure and purified by flash chromatography using 5% ethyl acetate in pet ether to afford title compound (0.75 g, 52.7%) as a white solid. 1H NMR (400 MHz, CDCl3): δ 8.24 (d, J=8.8 Hz, 1H), 7.77 (d, J=2.0 Hz, 1H), 7.62 (dd, J1=3.2 Hz, J2=10.4 Hz, 2H), 7.45 (dd, J1=2.0 Hz, J2=8.8 Hz, 1H), 7.08 (d, J=3.6 Hz, 1H), 6.66 (d, J=4.0 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273069B2
Source datasetuspto-grants-2016_03
ORD IDord-201455dd72ca466e928fe614c59730a6
Source noteuspto-grants-2016_03