HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → 1-((5-(tert-butyldimethylsilyloxy)-6-methylpyridin-2-yl)methyl)-3-cyclopropyl-1H-indazol-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | HCID 67251409 | HCID 67251409 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-((5-(tert-butyldimethylsilyloxy)-6-methylpyridin-2-yl)methyl)-3-cyclopropyl-1H-indazol-4-amine | HCID 67253277 | 97% |
Reaction Steps
To 6-((4-amino-3-cyclopropyl-1H-indazol-1-yl)methyl)-2-methylpyridin-3-ol (100 mg, 0.340 mmol) in DMF (5 mL) was added tert-butylchlorodimethylsilane (66.6 mg, 0.442 mmol) and 1H-imidazole (116 mg, 1.70 mmol). The reaction mixture was stirred for 18 hours at ambient temperature. The solvent was removed under reduced pressure, and the residue was purified by silica gel flash chromatography (1:4 EtOAc/hexanes) to give final product (97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08841455B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-df39c32a0a9d4cb19b011c976eb96a43 |
| Source note | uspto-grants-2014_09 |