HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Chloro-4-methyl-6-morpholino-pyridine-3-carboxylic acid methylester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 2,6-dichloro-4-methylnicotinate | HCID 46911843 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Chloro-4-methyl-6-morpholino-pyridine-3-carboxylic acid methylester | HCID 86664331 | 30.4% |
Reaction Steps
A solution of 5.2 g (23.7 mmol) 2,6-dichloro-4-methyl-pyridine-3-carboxylic acid methylester, 3.94 g (28.5 mmol) K2CO3 and 2.06 ml (23.7 mmol) morpholine in DMF (48 ml) was heated to 60° C. for 16 h. Then the mixture was poured into water and extracted with EtOAc. The organic layer was washed with water and brine, dried over Na2SO4 and concentrated in vacuo. Purification of the residue by CC (hexane/EtOAc 4:1) provided 1.95 g (7.2 mmol, 30%) 2-chloro-4-methyl-6-morpholino-pyridine-3-carboxylic acid methylester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09168259B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-cb61d76c822c487cb2578603a6dd49c5 |
| Source note | uspto-grants-2015_10 |