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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 537028Generated: October 26, 2026

Cyclopropanecarbonyl chloride → N-(2,4-dimethoxybenzyl)-N-(4-iodo-5-methylpyridin-2-yl)cyclopropanecarboxamide

https://huagongshe.com/reaction/537028

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropanecarbonyl chlorideHCID 77637—
ReactantDiisopropylethylamineHCID 81531—
ReactantN-(2,4-dimethoxybenzyl)-4-iodo-5-methylpyridin-2-amineHCID 66747638—
SolventDichloromethaneHCID 6344—
SolventAmmonium ChlorideHCID 25517—
ProductN-(2,4-dimethoxybenzyl)-N-(4-iodo-5-methylpyridin-2-yl)cyclopropanecarboxamideHCID 6674756278%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of DIEA (1.8 mL, 10.4 mmol) in DCM (50 mL) at 0° C. was added N-(2,4-dimethoxybenzyl)-4-iodo-5-methylpyridin-2-amine (2.0 g, 5.2 mmol) and cyclopropanecarbonyl chloride (0.66 mL, 7.3 mmol). The reaction mixture was allowed to stir at 0° C. for 2 h and then diluted with DCM and aqueous ammonium chloride. The aqueous solution was removed and the organic solution was dried over Na2SO4, filtered, and concentrated. The residue was purified by column chromatography to give N-(2,4-dimethoxybenzyl)-N-(4-iodo-5-methylpyridin-2-yl)cyclopropanecarboxamide (1.8 g, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859768B2
Source datasetuspto-grants-2014_10
ORD IDord-3703956eaa7042f48b09621e6ad97266
Source noteuspto-grants-2014_10