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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 245545Generated: October 30, 2026

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

https://huagongshe.com/reaction/245545

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl morpholine oxideHCID 82029—
Reactant{6-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-7-fluoro-3-methyl-1,2-benzothiazol-5-yl}methanolHCID 67357470—
CatalystHCID 178419074HCID 178419074—
SolventAcetonitrile methylene chlorideHCID 21877088—
Product6-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-7-fluoro-3-methyl-1,2-benzothiazole-5-carbaldehydeHCID 86658136—

Reaction Steps

To an ice-cooled solution of {6-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-7-fluoro-3-methyl-1,2-benzothiazol-5-yl}methanol (Intermediate 157, 0.18 g, 0.6 mmol) in DCM/CH3CN mixture (3 mL, 1:1 v/v) was added NMO (0.12 g, 0.7 mmol) followed TPAP (0.04, 0.2 mmol) and mixture stirred for 2 h at room temperature. The reaction mixture filtered through silica gel bed and washed with EtOAc. The organic phase concentrated under reduced pressure to give title compound as a yellow crystalline solid. Yield: 0.12 g (67%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658641B2
Source datasetuspto-grants-2014_02
ORD IDord-6abea8bba8aa487b83a28dc8dda7ea19
Source noteuspto-grants-2014_02