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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 547756Generated: October 25, 2026

Dimethyl Sulfoxide → HCID 67193954, compound

https://huagongshe.com/reaction/547756

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
Reactant(3R,5S)-5-(Hydroxymethyl)pyrrolidin-3-OLHCID 15817396—
ReactantHCID 86597667HCID 86597667—
SolventSodium BicarbonateHCID 516892—
ProductHCID 67193954HCID 6719395431%

Reaction Conditions

Temperature13 °C

Reaction Steps

To a solution of 0.15 g (0.32 mmol) N-[6-chloro-4-(2-chloro-phenyl)-pyridin-3-yl]-2-(3,5-dichloro-phenyl)-N-methyl-isobutyramide and 0.25 g (2.13 mmol) (2S,4R)-4-hydroxy-2-hydroxymethyl-pyrrolidine in 2 ml dimethyl sulfoxide 0.2 g (1.55 mmol) Na2CO3 was added and the solution was stirred at 13° C. for 9 h After cooling to ambient temperature, the solution was poured into 20 ml 0.5 N NaHCO3-solution and extracted three times with 30 ml CH2Cl2. The combined organic layers were dried (Na2SO4), filtered and evaporated. The residue was purified by flash-chromatography (SiO2, CH2Cl2/ethyl acetate 1:2) to give 0.05 g (31%) of the title compound as a white foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07939533B2
Source datasetuspto-grants-2011_05
ORD IDord-d3e4888eadb94791bf1b7dc9a4b0a42b
Source noteuspto-grants-2011_05