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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1922185Generated: November 2, 2026

Methanol → HCID 59536666, compound

https://huagongshe.com/reaction/1922185

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium hydrideHCID 24758—
ReactantHCID 59536658HCID 59536658—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 59536666HCID 5953666665.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

Add (3S)-3-(1-(6-chloro-2-methyl-3-pyridyloxy)-butyl)-pyrrolidine (S-2) (0.65 g, 2.44 mmol), DMSO (9.75 mL), methanol (0.493 mL, 12.18 mmol), and sodium hydride (0.390 g, 9.75 mmol) to a reaction vial. Evacuate the vial and purge with nitrogen. Heat the mixture at 100° C. over night. Pour the reaction mixture onto an SCX column and rinse with methanol. Attach the SCX column on top of a silica gel column and elute with 5-30% of NH3OH/ethanol (1:9) in chloroform to obtain 0.420 g (65%) of (3S)-3-(1-(6-methoxy-2-methyl-3-pyridyloxy)-butyl)-pyrrolidine

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173821B2
Source datasetuspto-grants-2012_05
ORD IDord-9f04c7c4e6c34ac086c7ee8379dad7f7
Source noteuspto-grants-2012_05