HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 540340Generated: October 28, 2026
Dimethylformamide → HCID 86691446, compound
https://huagongshe.com/reaction/540340
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | N-Methyl dicyclohexylamine | HCID 24210 | — |
| Reactant | tert-Butyl (4S)-4-ethenyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylate | HCID 11020618 | — |
| Reactant | HCID 71255109 | HCID 71255109 | — |
| Catalyst | HCID 178418851 | HCID 178418851 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86691446 | HCID 86691446 | 76.1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08871756B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-3d51165dfc094cdd9f3ac80b525936f0 |
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| Source note | uspto-grants-2014_10 |
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