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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 967428Generated: October 30, 2026

O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate → HCID 22052368, compound

https://huagongshe.com/reaction/967428

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733286—
Reactant[1-(Pyridin-4-yl)piperidin-4-yl]methanamineHCID 10607746—
ReactantHCID 22052318HCID 22052318—
SolventDimethylformamideHCID 6228—
ProductHCID 22052368HCID 22052368—

Reaction Steps

0.100 g (0.321 mmol) of 3-[2-(2,4-Dichlorophenyl)-ethoxy]-benzoic acid was dissolved in 2 ml of DMF and treated with 0.148 g (1.28 mmol) of N-NEM and 0.105 g (0.321 mmol) of TOTU and 0.123 g (0.64 mmol) of C-(3,4,5,6-Tetrahydro-2H-[1,4′]bipyridinyl-4-yl)-methylamine. The solution was stirred for 16 h at RT. The solvent was removed under reduced pressure, the residue was taken-up in ethyl acetate and the solution was washed twice with saturated aqueous sodium bicarbonate and once with saturated aqueous sodium chloride. The organic phase was dried with magnesium sulphate, filtered and the solvent was removed under reduced pressure. The residue was chromatographed on silica gel eluting with a gradient of 0 to 17% MeOH in DCM.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06953857B2
Source datasetuspto-grants-2005_10
ORD IDord-dace292e5c144b8c95489d20bcdb2431
Source noteuspto-grants-2005_10