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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1359339Generated: October 31, 2026

Triethylamine → 2-benzyl-3-iodo-6-[(3S,4S)-3-(3-nitrobenzenesulfonyl)oxy-4-methoxypyrrolidin-1-yl]pyridine

https://huagongshe.com/reaction/1359339

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-Nitrobenzenesulfonyl chlorideHCID 8476—
Reactant2-Benzyl-3-iodo-6-[(3s,4s)-3-hydroxy-4-methoxypyrrolidine-1-yl]pyridineHCID 69362835—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventEthyl AcetateHCID 8857—
Product2-benzyl-3-iodo-6-[(3S,4S)-3-(3-nitrobenzenesulfonyl)oxy-4-methoxypyrrolidin-1-yl]pyridineHCID 21058021100.6%

Reaction Steps

300 mg of 4-dimethylaminopyridine, 10 ml of triethylamine and 9.7 g of 3-nitrobenzenesulfonyl chloride were added to a solution of 10.0 g of 2-benzyl-3-iodo-6-[(3S,4S)-3-hydroxy-4-methoxypyrrolidine-1-yl]pyridine obtained in the same manner as in Example 10-c in 150 ml of ethyl acetate, followed by stirring at room temperature for 3 days. The reaction solution was first filtered through 50 g of silica gel, and washed with ethyl acetate. Further, the filtrate was filtered through 50 g of NH-silica gel and washed with ethyl acetate. The filtrate was concentrated, to give 14.6 g of the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06599917B1
Source datasetuspto-grants-2003_07
ORD IDord-5394039907654e89bd7f95d1f7ca3115
Source noteuspto-grants-2003_07