HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → Methyl cis(+/-)-4-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)-6-methylpyridine-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | HCID 22727099 | HCID 22727099 | — |
| Reactant | Benzyl cis(+/-)-[3-methoxypiperidin-4-yl]carbamate hydrochloride | HCID 86648698 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Product | Methyl cis(+/-)-4-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)-6-methylpyridine-2-carboxylate | HCID 86648714 | 34.5% |
Reaction Steps
The same operation as in Example (42a) was performed using benzyl cis(±)-[3-methoxypiperidin-4-yl]carbamate hydrochloride obtained in Example (160a) (409 mg, 1.36 mmol), ethyl 4-chloro-6-methylpyridine-2-carboxylate (272 mg, 1.36 mmol), palladium acetate (30.6 mg, 0.14 mmol), BINAP (169 mg, 0.27 mmol) and cesium carbonate (1.33 g, 4.08 mmol), to obtain 194 mg of the title compound as a yellow oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536197B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-9241cb554be5495b89f0154e89f1cb91 |
| Source note | uspto-grants-2013_09 |