HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → 4-(4-(2-((Tert-butyl(dimethyl)silyl)oxy)ethyl)piperazin-1-yl)-6-chloro-2-methylpyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | 2-(4-(6-Chloro-2-methylpyrimidin-4-yl)piperazin-1-yl)ethanol | HCID 14479558 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(4-(2-((Tert-butyl(dimethyl)silyl)oxy)ethyl)piperazin-1-yl)-6-chloro-2-methylpyrimidine | HCID 131733160 | 98.3% |
Reaction Steps
To a solution of 2-(4-(6-chloro-2-methylpyrimidin-4-yl)piperazin-1-yl)ethanol obtained in Step A (1.00 g) and imidazole (0.636 g) in N,N-dimethylformamide (13 mL) was added tert-butyl(chloro)dimethylsilane (0.793 g) at room temperature, and the mixture was stirred for 2 hr. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (1.42 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09085578B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-97b3871dd654444b987b077521d72fca |
| Source note | uspto-grants-2015_07 |