HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 59508970, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | benzyl 3-(chlorocarbonyl)tetrahydro-1(2H)-pyridinecarboxylate | HCID 2776575 | — |
| Reactant | 6-(2-Methoxyphenyl)pyrimidin-4-amine | HCID 49758439 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 59508970 | HCID 59508970 | — |
Reaction Steps
To a solution of 6-(2-methoxy-phenyl)-pyrimidin-4-ylamine (XXIV) (5 g) in 20 ml of dichloromethane was added 4-dimethylaminopyridine (1.2 eq) followed by dropwise addition of 3-chlorocarbonyl-piperidine-1-carboxylic acid benzyl ester (XXV) (1.1 eq.) at room temperature. The reaction mixture was stirred for 2 hours and then washed with water. The organic layer was separated, dried over sodium sulfate and concentrated. The obtained crude residue was passed through a pad of silica gel eluting with 25% ethyl acetate in hexane to provide 3-[6-(2-methoxy-phenyl)-pyrimidin-4-ylcarbamoyl]-piperidine-1-carboxylic acid benzyl ester (XXVI) (5.1 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08716296B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-8344614874664807a2298b276226d17d |
| Source note | uspto-grants-2014_05 |