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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1477293Generated: October 26, 2026

Pyridine → 3-Chloro-pyridin-2-carboxylic acid (5-iodo-2-methylamino-pyridin-3-yl)-amide

https://huagongshe.com/reaction/1477293

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant3-Chloropyridine-2-carboxylic acidHCID 824632—
Reactant5-iodo-N2-methylpyridine-2,3-diamineHCID 67981568—
Catalyst1-HydroxybenzotriazoleHCID 75771—
SolventWaterHCID 962—
Product3-Chloro-pyridin-2-carboxylic acid (5-iodo-2-methylamino-pyridin-3-yl)-amideHCID 71246821121.4%

Reaction Steps

To a mixture of 5-iodo-N2-methyl-pyridin-2,3-diamine (1.9 g) and pyridine (6 ml) were added WSC (1.28 g), HOBt (86 mg) and 3-chloro-pyridin-2-carboxylic acid (1.3 g), and the mixture was stirred at room temperature for 9 hours. To this reaction mixture was added water, and the mixture was filtered to collect the precipitated powder. The collected powder was washed with chloroform to give 3-chloro-pyridin-2-carboxylic acid (5-iodo-2-methylamino-pyridin-3-yl)-amide (3.6 g), which is hereinafter referred to as “intermediate compound (M20-7)”.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403771B2
Source datasetuspto-grants-2016_08
ORD IDord-0c4a8b3ef1c74b02b8ae9b16a9f186bc
Source noteuspto-grants-2016_08