HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Hydroxybenzotriazole → Ethyl cis(+/-)-5-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)pyridine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 4-chloro-5-ethyl-1H-imidazole-2-carboxylic acid | HCID 67548929 | — |
| Reactant | Ethyl cis(+/-)-5-(4-amino-3-methoxypiperidin-1-yl)pyridine-3-carboxylate | HCID 86648704 | — |
| Product | Ethyl cis(+/-)-5-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)pyridine-3-carboxylate | HCID 86648703 | — |
Reaction Steps
The same operation as in Example (1g) was performed using ethyl cis(±)-5-(4-amino-3-methoxypiperidin-1-yl)pyridine-3-carboxylate obtained in Example (162b) (137.5 mg, 0.49 mmol), 4-chloro-5-ethyl-1H-imidazole-2-carboxylic acid obtained by the method described in Example (1d) (82 mg, 0.47 mmol), WSC hydrochloride (270 mg, 1.41 mmol) and HOBt (63.4 mg, 0.47 mmol), to obtain 132 mg of the title compound as a pale yellow oily substance (65%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536197B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-29ec0c46dc38438d9595b7f16985f553 |
| Source note | uspto-grants-2013_09 |