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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 245524Generated: October 26, 2026

Methyl morpholine oxide → 3-(benzylamino)-6-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-7-fluoro-1,2-benzoxazole-5-carbaldehyde

https://huagongshe.com/reaction/245524

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl morpholine oxideHCID 82029—
Reactant{3-(benzylamino)-6-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-7-fluoro-1,2-benzoxazol-5-yl}methanolHCID 67356861—
CatalystHCID 178419074HCID 178419074—
SolventAcetonitrileHCID 6342—
Product3-(benzylamino)-6-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-7-fluoro-1,2-benzoxazole-5-carbaldehydeHCID 86658118—

Reaction Steps

To an ice-cooled solution of {3-(benzylamino)-6-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-7-fluoro-1,2-benzoxazol-5-yl}methanol (Intermediate 504, 160 mg, 0.41 mmol) in acetonitrile (2 mL) was added NMO (73 mg, 1.5 mmol) followed TPAP (15 mg, 0.1 mmol) and mixture stirred for 2 hours at room temperature. The reaction mixture filtered thorough silica gel bed and washed with EtOAc. The organic phase concentrated under reduced pressure to give title compound as a yellow solid. Yield: 75 mg, (47%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658641B2
Source datasetuspto-grants-2014_02
ORD IDord-0f1ba6031bc5414caa914639c23e9b69
Source noteuspto-grants-2014_02