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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1844712Generated: November 1, 2026

Sodium hydride → Ethyl 2-methyl-1-(piperidin-1-ylsulfonyl)-1H-pyrrole-3-carboxylate

https://huagongshe.com/reaction/1844712

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantEthyl 2-methyl-3-pyrrolecarboxylateHCID 136747—
ReactantPiperidine-1-sulfonyl chlorideHCID 11298344—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductEthyl 2-methyl-1-(piperidin-1-ylsulfonyl)-1H-pyrrole-3-carboxylateHCID 8671913079.4%

Reaction Steps

To a solution of ethyl 2-methyl-1H-pyrrole-3-carboxylate (3.06 g, 20 mmol) in dry DMF (40 mL) was added NaH (0.96 mg, 24 mmol) in portions and the mixture was stirred at rt for 30 min. Then a solution of piperidine-1-sulfonyl chloride (4.4 g, 24 mmol) in dry DMF (10 mL) was added and the resulting mixture was stirred overnight, diluted with EA, washed with water and brine, dried over Na2SO4, concentrated and purified by CC (PE/EA=1/0 to 10/1) to give compound 4a (4.77 g, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946446B2
Source datasetuspto-grants-2015_02
ORD IDord-7ec6badea2334c08a29f760bd758750a
Source noteuspto-grants-2015_02