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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1675806Generated: October 26, 2026

2,6-Dimethoxypyridine-3-carboxylic acid → HCID 67340908, compound

https://huagongshe.com/reaction/1675806

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-Dimethoxypyridine-3-carboxylic acidHCID 853178—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactantacetic acid (1RS,3RS,4RS)-4-amino-3-(3-ethoxy-4-methoxyphenyl)cyclohexyl esterHCID 67022406—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 67340908HCID 67340908102.6%

Reaction Conditions

Temperature40 °C

Reaction Steps

555 mg of 2,6-dimethoxynicotinic acid and 581 mg of N-ethyl-N′-(3-dimethylaminopropyl)carbodiimide hydrochloride are placed in a flask under nitrogen. 778 mg of acetic acid (1RS,3RS,4RS)-4-amino-3-(3-ethoxy-4-methoxyphenyl)cyclohexyl ester (compound B1) and 2 mg of 4-dimethylaminopyridine both as solution in dichloromethane are added and the solution stirred for 1 h at 40° C., than 42 h at room temperature. The reaction is quenched with 5 ml of water. After phase separation the organic layer is washed with 2.5 ml of saturated potassium hydrogencarbonate solution. After drying the organic layer with magnesium sulfate the solvent is removed to give 1.227 g of the crude title compound which are used for the following step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08003798B2
Source datasetuspto-grants-2011_08
ORD IDord-fd1e075dbaf64230a9a399fc5ba65002
Source noteuspto-grants-2011_08