HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 2-chloro-1,3-benzothiazole-6-carboxylate → Ethyl 2-(3-((5-cyclopropyl-3-(2-phenylcyclopropyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octan-8-yl)benzo[d]thiazole-6-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 2-chloro-1,3-benzothiazole-6-carboxylate | HCID 12692400 | — |
| Reactant | Tert-butyl 3-((5-cyclopropyl-3-(2-phenylcyclopropyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octane-8-carboxylate | HCID 67983745 | — |
| Product | Ethyl 2-(3-((5-cyclopropyl-3-(2-phenylcyclopropyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octan-8-yl)benzo[d]thiazole-6-carboxylate | HCID 67983333 | — |
| Product | Tert-butyl 3-((5-cyclopropyl-3-(2-phenylcyclopropyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octane-8-carboxylate | HCID 67983745 | — |
Reaction Steps
Ethyl 2-(3-((5-cyclopropyl-3-(2-phenylcyclopropyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octan-8-yl)benzo[d]thiazole-6-carboxylate (10A) was prepared from tert-butyl 3-((5-cyclopropyl-3-(2-phenylcyclopropyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octane-8-carboxylate and ethyl 2-chlorobenzothiazole-6-carboxylate following the procedure described in the preparation of Example 7. The crude product was purified by silica gel column chromatography with hexane-EtOAc 20% isocratic as eluant to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150568B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-ca0b9de2c47840d0a006ac0a0f9ee42c |
| Source note | uspto-grants-2015_10 |