HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydro-4H-pyran-4-one → Ethyl cis(+/-)-2-[4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-(tetrahydro-2H-pyran-4-ylamino)piperidin-1-yl]-1,3-benzothiazole-7-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydro-4H-pyran-4-one | HCID 121599 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | Ethyl cis(+/-)-2-(3-amino-4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}piperidin-1-yl)-1,3-benzothiazole-7-carboxylate | HCID 86648558 | — |
| Product | Ethyl cis(+/-)-2-[4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-(tetrahydro-2H-pyran-4-ylamino)piperidin-1-yl]-1,3-benzothiazole-7-carboxylate | HCID 86648568 | 54% |
Reaction Steps
The same operation as in Example (77d) was performed using ethyl cis(±)-2-(3-amino-4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}piperidin-1-yl)-1,3-benzothiazole-7-carboxylate obtained by the method described in Example (81e) (30 mg, 0.063 mmol), tetrahydro-4H-pyran-4-one (0.11 mL, 1.19 mmol) and sodium (triacetoxy)borohydride (238 mg, 1.12 mmol), to obtain 19.1 mg of the title compound as a white solid (54%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536197B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-baa3cf43cf664a8ba0eb6c2af5f79057 |
| Source note | uspto-grants-2013_09 |