Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | HCID 46700784 | HCID 46700784 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 66628289 | HCID 66628289 | — |
Reaction Steps
In a pressure-proof glass tube, (rac)-7-[4-cyano-2-(methylsulfonyl)phenyl]-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidine-6-carbonitrile (10 mg, 16 μmol) was initially charged in abs. ethanol (3 ml). Hydrazine hydrate (1.3 μl, 27 μmol, 1.7 eq.) was added, and the mixture was heated at 85° C. for 1 h. The reaction mixture was concentrated under reduced pressure, the residue was taken up in DMF (1 ml), 1 N hydrochloric acid (32 μl, 2 eq.) was added and the product was purified by preparative HPLC (Reprosil C18 column, 10 μm, 30×250 mm; mobile phase: acetonitrile-water-0.1% TFA). After lyophilization, the product was obtained as a solid (7.9 mg, quant.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09359362B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-338128fa50014da58d0f2b59f06bc3ec |
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| Source note | uspto-grants-2016_06 |
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