Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 86642885 | HCID 86642885 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 59376466 | HCID 59376466 | 52% |
Reaction Steps
To a solution of tert-butyl [3-({4-[2-anilino-1-(anilinocarbonyl)-2-oxoethyl]benzoyl}amino)-1-phenyl-1H-pyrazol-4-yl]carbamate (crude from above) in ethyl acetate (20 mL) and methanol (20 mL) was added 4M HCl in dioxane (10 mL) and the resulting solution was stirred at ambient temperature for 16 hours. The reaction was evaporated to dryness and purified by reverse phase LC to give 0.22 g (52%, 2 steps) of 2-(4-{[(4-amino-1-phenyl-1H-pyrazol-3-yl)amino]-carbonyl}phenyl)-N,N′-diphenyl-malonamide as a white solid. 1H NMR (600 MHz, CD3OD) δ 10.30 (s, 1H), 8.44 (s, 1H), 8.08 (d, J=8.5 Hz, 2H), 7.78 (d, J=8.8 Hz, 21-1), 7.74 (d, J=8.5 Hz, 2H), 7.58 (m, 4H), 7.51 (m, 2H), 7.36 (m, 1H), 7.32 (m, 4H), 7.11 (t, J=7.33 Hz, 2H); ESIMS calcd 531.2 (M++H), found 531.2 (M++H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08158825B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-24f289bd26ab4e068a02ff69d1fecd7a |
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| Source note | uspto-grants-2012_04 |
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