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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1456640Generated: October 31, 2026

Dimethylformamide → HCID 67695547, compound

https://huagongshe.com/reaction/1456640

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthyl bromoacetateHCID 7748—
ReactantCesium carbonateHCID 10796—
ReactantHCID 67695538HCID 67695538—
SolventEthyl AcetateHCID 8857—
ProductHCID 67695547HCID 6769554793%

Reaction Steps

A solution of rac-[7-chloro-5-(2-chlorophenyl)-2,3-dihydro-2-oxo-1H-1-benzazepin-3-yl]methylcarbamic acid 1,1-dimethylethyl ester (1.346 g, 3.11 mmole) in 17 mL of dimethylformamide was treated with cesium carbonate (1.85 g, 5.68 mmole) and ethyl bromoacetate (0.65 mL, 5.86 mmole). After stirring at ambient temperature for 3 hours, the mixture was diluted with ethyl acetate (150 ml). The organic phase was washed four times with water and once with brine, dried (sodium sulfate) and concentrated. The crude material was chromatographed by flash chromatography, eluting with 40:60 ethyl acetate-hexane, to give 1.506 g (93%) of the title compound. Mass spec. (EI, m/z 518).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05843941
Source datasetuspto-grants-1998_12
ORD IDord-c40faed5e56d4f8fae71180a26592476
Source noteuspto-grants-1998_12