Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | N,N'-Bis(tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine | HCID 4428040 | — |
| Reactant | HCID 21915113 | HCID 21915113 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86595597 | HCID 86595597 | 48.5% |
Reaction Steps
N-{5-[2-(4-Aminophenyl)ethyl]-1,3-thiazol-2-yl}acetamide (100 mg), N,N′-bis(tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine (119 mg), N,N-dimethylformamide (1 ml) and tetrahydrofuran (2 ml) were combined under nitrogen atmosphere. The reaction mixture was stirred at 50° C. for 5.5 hours. After cooled to room temperature, the reaction mixture was concentrated in vacuo. The residue was purified by preparative silica gel column chromatography with n-hexane/ethyl acetate (1:2) as an eluent to give di-tert-butyl {[(4-{2-[2-(acetylamino)-1,3-thiazol-5-yl]ethyl}phenyl)amino]methylidene}biscarbamate (93.9 mg) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07125901B2 |
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| Source dataset | uspto-grants-2006_10 |
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| ORD ID | ord-048764501c0f4fbf94b1b39bc0cefc47 |
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| Source note | uspto-grants-2006_10 |
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