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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1690639Generated: October 27, 2026

((2R)-1-methylpyrrolidin-2-yl)methanol → (1R/S,2R)-2-Hydroxymethyl-1-(isoxazol-3-ylcarbamoylmethyl)-1-methyl-pyrrolidinium bromide

https://huagongshe.com/reaction/1690639

Reaction equation

Participants

RoleNameHCIDCharge
Reactant((2R)-1-methylpyrrolidin-2-yl)methanolHCID 11007868—
Reactant2-bromo-N-(isoxazol-3-yl)acetamideHCID 13362919—
SolventAcetonitrileHCID 6342—
Product(1R/S,2R)-2-Hydroxymethyl-1-(isoxazol-3-ylcarbamoylmethyl)-1-methyl-pyrrolidinium bromideHCID 131729615—

Reaction Steps

To a solution of 2-bromo-N-isoxazol-3-yl-acetamide (Intermediate A) (3.9 g, 191 mmol) in acetonitrile (95 ml) is added ((R)-1-methyl-pyrrolidin-2-yl)-methanol (2.2 g, 191 mmol) in acetonitrile (5 ml). The reaction mixture is stirred at room temperature for 3 hours and then the solvent is removed in vacuo. The resulting oil is taken up in acetonitrile and ethyl acetate is then added. The resulting cloudy solution is stirred at room temperature for 30 minutes. There after, the supernatant is decanted off and the solid is dried under vacuum over two days to afford the titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153669B2
Source datasetuspto-grants-2012_04
ORD IDord-3afe382844e44c5daf037742318bd4e8
Source noteuspto-grants-2012_04