HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Methyl cis(+/-)-2-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)pyridine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 2-fluoronicotinate | HCID 242724 | — |
| Reactant | cis(+/-)-4-Chloro-5-ethyl-N-(3-methoxypiperidin-4-yl)-1H-imidazole-2-carboxamide hydrochloride | HCID 86648695 | — |
| Product | Methyl cis(+/-)-2-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)pyridine-3-carboxylate | HCID 86648709 | 81.3% |
Reaction Steps
The same operation as in Example (158a) was performed using cis(±)-4-chloro-5-ethyl-N-(3-methoxypiperidin-4-yl)-1H-imidazole-2-carboxamide hydrochloride obtained in Example (159a) (62.51 mg, 0.19 mmol), methyl 2-fluoropyridine-3-carboxylate (68 mg, 0.39 mmol) and diisopropylethylamine (75 mg, 0.58 mmol), to obtain 65.2 mg of the title compound as a yellow brown oily substance (80%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536197B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-bc42f53d741a4d51be98cb9dfc4029f9 |
| Source note | uspto-grants-2013_09 |