HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl morpholine oxide → 7-Chloro-6-[(2r,6s)-2,6-dimethylmorpholin-4-yl]-3-methyl-1,2-benzoxazole-5-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl morpholine oxide | HCID 82029 | — |
| Reactant | {7-chloro-6-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-3-methyl-1,2-benzoxazol-5-yl}methanol | HCID 67356497 | — |
| Catalyst | HCID 178419074 | HCID 178419074 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 7-Chloro-6-[(2r,6s)-2,6-dimethylmorpholin-4-yl]-3-methyl-1,2-benzoxazole-5-carbaldehyde | HCID 87369792 | — |
Reaction Steps
To the solution of {7-chloro-6-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-3-methyl-1,2-benzoxazol-5-yl}methanol (Intermediate 372, 130 mg, 4.4 mmol) in anhydrous DCM (5 mL), was added NMO (103 mg, 8.8 mmol) and TPAP (31 mg, 0.88 mmol) at 0° C. and allowed to stir for 1 h 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 ethylacetate-pet. ether gradient to give solid. Yield: 35 mg, (27%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09040528B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-8e789bd784014d8ba414c27770af170c |
| Source note | uspto-grants-2015_05 |