HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → Ethyl cis(+/-)-2-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-(ethylamino)piperidin-1-yl)-1,3-benzothiazole-7-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Reactant | Ethyl 2-bromobenzo[d]thiazole-7-carboxylate | HCID 67073467 | — |
| Reactant | tert-butyl cis(+/-)-4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-(ethylamino)piperidine-1-carboxylate | HCID 86648796 | — |
| Product | Ethyl cis(+/-)-2-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-(ethylamino)piperidin-1-yl)-1,3-benzothiazole-7-carboxylate | HCID 86648795 | 45% |
Reaction Steps
The same operation as in Example (196c) was performed using tert-butyl cis(±)-4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-(ethylamino)piperidine-1-carboxylate obtained in Example (207a) (23.0 mg, 0.058 mmol), 4 N hydrochloric acid/1,4-dioxane (1 mL), ethyl 2-bromo-1,3-benzothiazole-7-carboxylate obtained in Example (1f) (20 mg, 0.069 mmol) and sodium carbonate (61 mg, 0.575 mmol), to obtain 13 mg of the title compound (45%) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536197B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-fa614f2a262142c1af6e6c47afb0023e |
| Source note | uspto-grants-2013_09 |