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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 577857Generated: October 27, 2026

Methyl morpholine oxide → {5-([{tert-butyl(diphenyl)silyl]oxy}methyl)-3-chloro-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-fluorophenyl}(pyridin-2-yl)methanone

https://huagongshe.com/reaction/577857

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl morpholine oxideHCID 82029—
Reactant{5-({[tert-butyl(diphenyl)silyl]oxy}methyl)-3-chloro-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-fluorophenyl}(pyridin-2-yl)methanolHCID 86717851—
CatalystHCID 178419074HCID 178419074—
SolventDichloromethaneHCID 6344—
Product{5-([{tert-butyl(diphenyl)silyl]oxy}methyl)-3-chloro-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-fluorophenyl}(pyridin-2-yl)methanoneHCID 87399248—

Reaction Steps

To the solution of {5-({[tert-butyl(diphenyl)silyl]oxy}methyl)-3-chloro-4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-fluorophenyl}(pyridin-2-yl)methanol (Intermediate 62, 100 mg, 0.165 mmol) in anhydrous DCM (5 mL) was added NMO (37 mg, 0.323 mmol) and TPAP (0.1 eq) at 0° C. and the mixture was allowed to stir for 1 hour at room temperature. The reaction mixture was filtered and the solvents were removed under vacuum and the residue was purified over silica gel chromatography column using ethyl acetate-pet. ether gradient to give product as a solid. Yield: 90 mg, (90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040528B2
Source datasetuspto-grants-2015_05
ORD IDord-ebd703ea07ff47aea6be66652bcd49f5
Source noteuspto-grants-2015_05