HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 54755922, compound → 3-({[1-(4-Hydroxy-4-thiazol-2-yl-cyclohexyl)-azetidin-3-ylcarbamoyl]-methyl}-amino)-5-trifluoromethyl-indazole-1-carboxylic acid amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 54755922 | HCID 54755922 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | 3-({[1-(4-Hydroxy-4-thiazol-2-yl-cyclohexyl)-azetidin-3-ylcarbamoyl]-methyl}-amino)-5-trifluoromethyl-indazole-1-carboxylic acid amide | HCID 54755681 | 27% |
Reaction Steps
3-({[1-(4-Hydroxy-4-thiazol-2-yl-cyclohexyl)-azetidin-3-ylcarbamoyl]-methyl}-amino)-5-trifluoromethyl-indazole-1-carboxylic acid tert-butylamide (as prepared in Example 80, 150 mg, 0.25 mmol) in TFA (2 mL) in a sealed tube was heated at 80° C. for 6 hours. The TFA was removed, and the residue was partitioned between DCM and saturated NaHCO3. The organic layer was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated to give the crude material, purified by silica gel column (DCM: 7 N NH3 in MeOH 9:1) to afford the title compound as white solid (36 mg, 27%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436023B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-5bac27ef093441d8afeab6769cfb08d1 |
| Source note | uspto-grants-2013_05 |