Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | HCID 68623646 | HCID 68623646 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178521996 | HCID 178521996 | 47.5% |
Reaction Steps
To a stirred solution of ethyl 6-(3-(3-(4-chloro-3-(trifluoromethyl)phenyl)ureido)phenyl)-1H-indazole-3-carboxylate (73.7 mg) in tetrahydrofuran (5 Ml), was added lithium borohydride (0.44 Ml; LiBH4) at room temperature then, the mixture was stirred at 70° C. for 12 h. Saturated sodium bicarbonate solution and ethyl acetate were added. The aqueous layer was extracted with ethyl acetate and the combined organic layer was dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by flash column chromatography to give 1-(4-chloro-3-(trifluoromethyl)phenyl)-3-(3-(3-(hydroxymethyl)-1H-indazol-6-yl)phenyl)urea (32.1 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08754209B2 |
|---|
| Source dataset | uspto-grants-2014_06 |
|---|
| ORD ID | ord-b03bbedaaf1343d999edd26bbbeb37a3 |
|---|
| Source note | uspto-grants-2014_06 |
|---|