HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → HCID 58432036, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-(4-(2H-1,2,3-triazol-2-yl)phenyl)-2-methoxyacetic acid | HCID 58431991 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58432036 | HCID 58432036 | 44% |
Reaction Steps
To a solution of 2-(4-(2H-1,2,3-triazol-2-yl)phenyl)-2-methoxyacetic acid (1.19 g, 5.1 mmol in anhydr CH2Cl2 (15 ml) was added 4-methylmorpholine (1.55 g, 15.3 mmol) and it was cooled over an ice bath. Isobutylchloroformate (0.84 g, 6.12 mmol) was added and stirred for 45 min. N,O-Dimethylhydroxylamine HCl (0.746 g, 7.65 mmol) was added and the mixture was allowed to stir overnight while warming to room temp. Saturated aqueous NaHCO3 (15 ml) was added and stirred for 5 min. The organic layer was dried over Na2SO4 and evaporated to dryness. Purification by chromatography (100% EtOAc) gave 2-(4-(2H-1,2,3-triazol-2-yl)phenyl)-N,2-dimethoxy-N-methylacetamide as a white solid (0.63 g, 44% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102643B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-6c923245eaf64629b5f263546c16d578 |
| Source note | uspto-grants-2015_08 |