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)-6-methylpyrimidine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 2-chloro-6-methylpyrimidine-4-carboxylate | HCID 2736835 | — |
| 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)-6-methylpyrimidine-4-carboxylate | HCID 86648717 | 49.5% |
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) (90.9 mg, 0.28 mmol), methyl 2-chloro-6-methylpyrimidine 4-carboxylate (50 mg, 0.27 mmol) and diisopropylethylamine (104 mg, 0.8 mmol), to obtain 58.4 mg of the title compound as a yellow brown oily substance (50%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536197B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-feab2aaab16d455c8d493aa5c1b9207a |
| Source note | uspto-grants-2013_09 |