HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,N'-Bis(tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine → Di-tert-butyl{((4-{2-(2-(acetylamino)-1,3-thiazol-4-yl]ethyl}benzyl)amino]methylidene}biscarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,N'-Bis(tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine | HCID 4428040 | — |
| Reactant | N-(4-{2-[4-(aminomethyl)phenyl]ethyl}-1,3-thiazol-2-yl)acetamide | HCID 21915165 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Di-tert-butyl{((4-{2-(2-(acetylamino)-1,3-thiazol-4-yl]ethyl}benzyl)amino]methylidene}biscarbamate | HCID 131726004 | 58.3% |
Reaction Steps
A mixture of N-(4-{2-[4-(aminomethyl)phenyl]ethyl}-1,3-thiazol-2-yl)acetamide (20 mg) prepared in a similar manner according to Production Example 12, N,N′-bis(tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine (23 mg) and tetrahydrofuran (0.5 ml) was stirred at ambient temperature for 1 hour. The reaction mixture was concentrated in vacuo, and the residue was purified by flash column chromatography on silica-gel with chloroform as an eluent. The crystalline residue was collected and washed with diisopropyl ether to give di-tert-butyl{[(4-{2-[2-(acetylamino)-1,3-thiazol-4-yl]ethyl}benzyl)amino]methylidene}biscarbamate (22 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07125901B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-407538251cbd4a30a83e9bb66036b232 |
| Source note | uspto-grants-2006_10 |