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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 540340Generated: October 28, 2026

Dimethylformamide → HCID 86691446, compound

https://huagongshe.com/reaction/540340

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantN-Methyl dicyclohexylamineHCID 24210—
Reactanttert-Butyl (4S)-4-ethenyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylateHCID 11020618—
ReactantHCID 71255109HCID 71255109—
CatalystHCID 178418851HCID 178418851—
SolventEthyl AcetateHCID 8857—
ProductHCID 86691446HCID 8669144676.1%

Reaction Conditions

Temperature120 °C

Reaction Steps

The mixture of 2-(4-chloroquinolin-2-yl)-2,3,4,5-tetrahydro-1H-2-benzazepine (310 mg, 1.0 mmol), (S)-2,2-dimethyl-4-vinyl-oxazolidine-3-carboxylic acid tert-butyl ester (273 mg, 1.2 mmol), bis(tri-tert-butylphosphine)palladium(0) (51 mg, 0.1 mmol), methyl dicyclohexylamine (293 mg, 1.5 mmol) and N,N-dimethylformamide (6 mL) was heated with stirring in a 20 mL microwave process vial for 2.5 hours at 120° C. under microwave irradiation. The reaction mixture was diluted with ethyl acetate and washed with brine. The organic layer was dried over sodium sulfate, and then concentrated under reduced pressure to give a residue which was purified by flash column to give 380 mg of product as a white solid (yield was 76%). MS obsd. (ESI+) [(M+H)+] 500.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871756B2
Source datasetuspto-grants-2014_10
ORD IDord-3d51165dfc094cdd9f3ac80b525936f0
Source noteuspto-grants-2014_10