HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylsilane → N-(3-(3-fluorophenoxy)-3-(hydroxymethyl)cyclohexyl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | N-(3-(3-fluorophenoxy)-3-(hydroxymethyl)cyclohexyl)-3-(2-methylpyridin-4-yl)-1-trityl-1H-indazole-5-carboxamide | HCID 67985826 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | N-(3-(3-fluorophenoxy)-3-(hydroxymethyl)cyclohexyl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide | HCID 57410534 | — |
Reaction Steps
N-(3-(3-fluorophenoxy)-3-(hydroxymethyl)cyclohexyl)-3-(2-methylpyridin-4-yl)-1-trityl-1H-indazole-5-carboxamide was stirred in neat TFA at room temperature for 10 minutes, and then Et3SiH (5 equiv.) was added. The reaction mixture was stirred at room temperature for 5 minutes, and then concentrated. The product was obtained after purification by reverse phase HPLC. The diastereomers were separated and enantiomers were separated on chiral column (AD) on a HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09351965B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-87e0f0ba5da9486bae9ef8b6eeef81b2 |
| Source note | uspto-grants-2016_05 |