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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 456659Generated: October 30, 2026

Tin tetrachloride → 5-(2-chloro-pyridine-3-carbonyl)-1H-pyrrole-2-carboxylic acid methylamide

https://huagongshe.com/reaction/456659

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTin tetrachlorideHCID 24287—
Reactant2-Chloronicotinoyl chlorideHCID 2774541—
ReactantN-Methyl-1H-pyrrole-2-carboxamideHCID 23273389—
SolventBenzeneHCID 241—
SolventEthyl AcetateHCID 8857—
Product5-(2-chloro-pyridine-3-carbonyl)-1H-pyrrole-2-carboxylic acid methylamideHCID 8593475935.7%

Reaction Steps

To a mixture of 1H-pyrrole-2-carboxylic acid methylamide (430 mg, 3.5 mmol) and 2-chloronicotinoyl chloride (0.6 g, 3.4 mmol) in benzene (15 mL) at 0° C. was added a dropwise solution of tin (IV) chloride (1.6 g) in benzene (5 mL). The mixture was allowed to warm up slowly to room temperature and stirred for 4 hours. The reaction was diluted with ethyl acetate, washed with water, brine, dried and concentrated to give 320 mg (35%) of 5-(2-chloro-pyridine-3-carbonyl)-1H-pyrrole-2-carboxylic acid methylamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07186716B2
Source datasetuspto-grants-2007_03
ORD IDord-ed74f60d7989442eb942fb38c901ea78
Source noteuspto-grants-2007_03