HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → HCID 89698233, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride | HCID 2734059 | — |
| Reactant | HCID 89691271 | HCID 89691271 | — |
| Reactant | HCID 117773657 | HCID 117773657 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 89698233 | HCID 89698233 | 47% |
Reaction Steps
To a solution of product (3-A) (2.19 g, 11.9 mmol) in CH3CN (200 ml) was added 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholin-4-ium chloride (DMTMMCl, 4.9 g, 17.8 mmol), and then 4-methylmorpholine (NMM, 4.8 g, 47.6 mmol) was added drop-wise while maintaining the temperature below 20° C. After stirring for 16 h at rt, product (5-A) (3 g, 13.1 mmol) was added, and the solution was stirred at rt for another 6 h. The reaction mixture was diluted with ethyl acetate (200 mL), washed with brine (100 mL), dried over Na2SO4, and concentrated and purified by CC (DCM:MeOH=200:1 to 100:1) to give product (6-A) (2.2 g, 47%) as a brown solid. LC-MS (M+H)+=396.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394296B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-c10c3e3360954207aa7b2d8151bbfbcb |
| Source note | uspto-grants-2016_07 |