HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → HCID 68629865, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | HCID 68639467 | HCID 68639467 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68629865 | HCID 68629865 | 87% |
Reaction Steps
A solution of rac-3-(3-fluoro-6-methoxy-[1,5]naphthyridin-4-yl)-propane-1,2-diol (3.6 g, 14.2 mmol, prepared as described in WO 2008/003690) in THF (150 mL) and DMF (10 mL) was treated with imidazole (1.07 g, 1.1 eq.) and a solution of TBDMSCl (2.15 g, 1 eq.) in THF (10 mL) at 0° C., the mixture was stirred at rt for 24 h, diluted with EA and washed with water (2×100 mL) and brine, dried over MgSO4 and concentrated. The residue was purified by CC (Hept/EA 1:1) to give the desired intermediate as a colourless solid (4.5 g, 87% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08349828B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-803d7a92480940feafa2836dfab58608 |
| Source note | uspto-grants-2013_01 |