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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2207345Generated: October 29, 2026

Cyanoacetic acid → HCID 10728720, compound

https://huagongshe.com/reaction/2207345

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanoacetic acidHCID 9740—
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant5-Bromo-2-fluoropyridineHCID 2783168—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 10728720HCID 10728720—

Reaction Steps

BOP (3.07 g, 6.94 mmol) and DIEA (606 μl, 3.47 mmol) were added to a mixture of 5-bromo-2-fluoropyridine (400 mg, 2.312 mmol) and cyanoacetic acid (201 mg, 2.358 mmol) in DMF (11.6 mL). The reaction mixture was stirred at room temperature overnight, diluted with ethyl acetate and washed with water (2×). The organic layer was concentrated under reduced pressure and the residue was purified by silica gel chromatography (ethyl Acetate/hexanes) to afford N-(5-bromopyridin-2-yl)-2-cyanoacetamide. MS ESI calc'd for C8H7BrN3O [M+H]+ 240 and 242. found 240.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376418B2
Source datasetuspto-grants-2016_06
ORD IDord-f6b4edeb37c7479d90f280394c1dccbc
Source noteuspto-grants-2016_06