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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 540265Generated: October 29, 2026

Dimethylformamide → HCID 71262265, compound

https://huagongshe.com/reaction/540265

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
ReactantEthyl AcrylateHCID 8821—
ReactantHCID 71255557HCID 71255557—
CatalystHCID 178418851HCID 178418851—
SolventWaterHCID 962—
ProductHCID 71262265HCID 7126226580%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-(4-chloro-6-ethylquinolin-2-yl)-2,3,4,5-tetrahydro-1,4-benzothiazepine 1,1-dioxide (300 mg, 0.78 mmol), ethyl prop-2-enoate (170 mg, 1.70 mmol), triethylamine (1 mL) and N,N-dimethylformamide (2 mL), bis(tri-tert-butylphosphine)palladium(0) (15 mg, 0.02 mmol) was heated with stirring in a 10 mL of microwave process vial for 30 minutes at 100° C. under microwave irradiation. The reaction mixture was poured into water (5 mL) and extracted with ethyl acetate (10 mL×3). The organic layers were combined, washed with brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (eluting with 20-40% ethyl acetate in petroleum ether) to afford 280 mg of the product as a white solid (yield was 80%). MS obsd. (ESI+) [(M+H)+] 451.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871756B2
Source datasetuspto-grants-2014_10
ORD IDord-5267216ef20e4fa7b4939d922502b8c5
Source noteuspto-grants-2014_10