HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → 2-(Ethyl(methyl)amino)-4-methyl-6-morpholino-pyridine-3-carboxylic acid ethylester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | 6-Chloro-2-(ethyl(methyl)amino)-4-methyl-pyridine-3-carboxylic acid ethylester | HCID 86664324 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | 2-(Ethyl(methyl)amino)-4-methyl-6-morpholino-pyridine-3-carboxylic acid ethylester | HCID 67287270 | 41% |
Reaction Conditions
| Temperature | 135 °C |
|---|
Reaction Steps
A mixture of 4.0 g (15.6 mmol) 6-chloro-2-(ethyl(methyl)amino)-4-methyl-pyridine-3-carboxylic acid ethylester and 13.6 ml (155.8 mmol) morpholine was heated in the MW to 135° C. for 2 h. Then the mixture was diluted with a 1M aq. NaOH sol. and EtOAc. The organic layer was separated, washed with brine, dried over MgSO4 and concentrated in vacuo. Purification of the residue by CC (hexane/EtOAc 9:1) provided 2.0 g (6.4 mmol, 41%) 2-(ethyl(methyl)amino)-4-methyl-6-morpholino-pyridine-3-carboxylic acid ethylester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09168259B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-bb9e1647bef4441185a13ca4ed1665a8 |
| Source note | uspto-grants-2015_10 |