Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | HCID 15703582 | HCID 15703582 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22101180 | HCID 22101180 | 71% |
Reaction Steps
To a solution of triphosgene (35.7 mg) in THF (2 ml), was slowly added a solution of 3-amino-1-benzyl-4-ethoxycarbonylpyrazole (30 mg) and diisopropylethylamine (0.0936 ml) in THF (1 ml) over 15 min, and the resulted mixture was stirred at 40° C. for 5 h. To this, was added a solution of aniline (0.0111 ml) and diisopropylethylamine (0.0936 ml) in THF (1 ml), and the resulted mixture was further stirred to react. After completion of the reaction, water was added followed by evaporation under reduced pressure. Ether was added to the residue to crystallize the title compound (32 mg, yield 71%). The product gave the similar 1H-NMR spectrum to an authentic sample prepared by a reported method [Chem. Pharm. Bull., 20, 391-397 (1972)].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05849779 |
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| Source dataset | uspto-grants-1998_12 |
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| ORD ID | ord-8b2c42070d844b9991ad9f34e9cb0a8f |
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| Source note | uspto-grants-1998_12 |
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