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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2227135Generated: October 31, 2026

Pyridine → HCID 18472005, compound

https://huagongshe.com/reaction/2227135

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantTetrahydrofuranHCID 8028—
Reactant4-Nitrophenyl chloroformateHCID 82129—
ReactantMethyl 2-amino-4,5-difluorobenzoateHCID 18472001—
SolventAcetonitrileHCID 6342—
ProductHCID 18472005HCID 18472005—

Reaction Steps

Methyl 4,5-difluoroanthranilate (0.19 g, 1 mmol) in THF (1.5 ml) was added at ca. 0° C. to p-nitrophenyl chloroformate (0.21 g, 1.05 mmol) in pyridine (0.089 ml, 1.1 mmol) and dry acetonitrile (2.0 ml). The mixture was stirred at r.t. for 2 h. Solvent was removed in vacuo, and the residue triturated with ethyl ether (ca. 3 ml), filtered, washed with ether (2×2 ml), water (3×3 ml), hexanes (3×5 ml), and dried in vacuo. Yield 0.27 g (77%). 1H NMR in CDCl3 (δ,ppm): 3.98 (s, 3 H), 7.40 (d, J=8.1 Hz, 2 H), 7.90 (m, 1 H), 8.30 (d, J 8.1 Hz, 2 H), 8.38 (m, 1 H), 11.07 (s, 1 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06413724B1
Source datasetuspto-grants-2002_07
ORD IDord-78c5a22c696548a3810951c35e244774
Source noteuspto-grants-2002_07