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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2407802Generated: October 30, 2026

Triethylamine → HCID 58503938, compound

https://huagongshe.com/reaction/2407802

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 66989510HCID 66989510—
Reactant4-Amino-6-chloro-5-cyanopicolinic acidHCID 71464210—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 58503938HCID 58503938—

Reaction Steps

A solution of 1,1′-carbodiimidazole (0.15 g) and 4-amino-6-chloro-5-cyanopicolinic acid (0.14 g, prepared according to the reported preparation in Zhao, Hongyu, et al.; J. Med. Chem. 2006, 49(15), 4455-4458) in N,N-dimethylformamide (3.5 mL) was stirred one hour at room temperature. The compound prepared in Example 392 (0.30 g) and triethylamine (0.60 mL) were added and the reaction was stirred for one hour more. A saturated sodium bicarbonate solution was added and the mixture was vigorously stirred overnight. The mixture was diluted with water and then filtered. The solids were evaporated from acetone and then a 1:1 dichloromethane:toluene solution. The solids were triturated with dichloromethane to furnish the title compound (0.22 g) having the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809538B2
Source datasetuspto-grants-2014_08
ORD IDord-fe0e4f048e2a4e4e9429cdb28c10e214
Source noteuspto-grants-2014_08