HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetylene → Tert-butyl 4-[4-({4-[2-(tert-butoxycarbonyl)hydrazino]carbonylmethylphenyl}ethynyl)-1,3-thiazol-2-yl]piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetylene | HCID 6326 | — |
| Reactant | Tert-butyl 4-(4-ethynyl-1,3-thiazol-2-yl)piperidine-1-carboxylate | HCID 58181284 | — |
| Reactant | Tert-butyl 2-[(4-bromophenyl)acetyl]hydrazinecarboxylate | HCID 67029623 | — |
| Product | Tert-butyl 4-[4-({4-[2-(tert-butoxycarbonyl)hydrazino]carbonylmethylphenyl}ethynyl)-1,3-thiazol-2-yl]piperidine-1-carboxylate | HCID 58181310 | 18% |
Reaction Steps
Using tert-butyl 4-(4-ethynyl-1,3-thiazol-2-yl)piperidine-1-carboxylate and tert-butyl 2-[(4-bromophenyl)acetyl]hydrazinecarboxylate as starting materials, Sonogashira-Castero-Stephens acetylene coupling was performed under reaction conditions similar to those of Production Example 1, step 4 to give tert-butyl 4-[4-({4-[2-(tert-butoxycarbonyl)hydrazino]carbonylmethylphenyl}ethynyl)-1,3-thiazol-2-yl]piperidine-1-carboxylate (yield 18%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08999989B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-d321eac32acc44e9a19a67bc8a6dfba8 |
| Source note | uspto-grants-2015_04 |