Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethanol hydrochloride | HCID 21887872 | — |
| Reactant | HCID 67271075 | HCID 67271075 | — |
| Product | HCID 11856056 | HCID 11856056 | 58.8% |
Reaction Steps
t-Butyl 5-(3-t-butyl-5-(3-(2,3-dichlorophenyl)ureido)-1H-pyrazol-1-yl)-1H-indazole-1-carboxylate (0.1155 g, 0.213 mmol, 1.00 eq) was dissolved in satd. HCl/EtOH. The solution was heated at 80° C. for 1 h. After cooling to RT, the reaction was concentrated to dryness and treated with 80:20 MeCN/H2O. The resulting suspension was thoroughly chilled. The solids were collected by filtration, rinsed with 80:20 MeCN/H2O, MeCN and dried on the filter to yield 1-(3-t-butyl-1-(1H-indazol-5-yl)-1H-pyrazol-5-yl)-3-(2,3-dichlorophenyl)urea (55.5 mg, 54.4% yield) as the HCl salt. 1H NMR (DMSO-d6): 9.18 (s, 1H), 8.76 (s, 1H), 8.19 (s, 1H), 8.08-8.06 (m, 1H), 7.89-7.88 (m, 1H), 7.70-7.67 (m, 1H), 7.47-7.44 (m, 1H), 7.33-7.28 (m, 2H), 6.40 (s, 1H), 1.29 (s, 9H); MS (ESI) m/z: 502.0 (M+H+), 504.0 (M+2+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08163756B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-ef54190f764142079918ffb66e1e4695 |
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| Source note | uspto-grants-2012_04 |
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