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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1018247Generated: November 1, 2026

Dimethylformamide → HCID 86585253, compound

https://huagongshe.com/reaction/1018247

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl propiolateHCID 13536—
Reactant4-Azido-L-phenylalanine (hydrochloride)HCID 86585254—
ProductHCID 86585253HCID 8658525353%

Reaction Conditions

Temperature45 °C

Reaction Steps

4-Azido-L-phenylalanine hydrochloride (0.242 g, 1 mmol) was dissolved in dry DMF (1 mL) and methyl propiolate (0.420 g, 5 mmol) was added. The suspension was stirred 24 h at 45° C. After cooling to room temperature, the solid was filtered, washed with EtOAc and dried (175 mg). The material was suspended in MeOH (15 mL) and thionyl chloride (0.5 mL) was added drop-wise. The mixture was refluxed for 3 h, cooled and concentrated under reduced pressure. The residue was triturated with ether to give the title compound as a white solid (175 mg, 53% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06479508B1
Source datasetuspto-grants-2002_11
ORD IDord-ded8933402df4137a3fc6a568f9c3384
Source noteuspto-grants-2002_11