HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → 1-(2-(tert-butyldiphenylsilyloxy)ethyl)-1H-pyrazol-5-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldiphenylchlorosilane | HCID 94078 | — |
| Reactant | 2-(5-amino-1H-pyrazol-1-yl)ethan-1-ol | HCID 320281 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(2-(tert-butyldiphenylsilyloxy)ethyl)-1H-pyrazol-5-amine | HCID 67471107 | 96.4% |
Reaction Steps
To a suspension of 2-(5-amino-1H-pyrazol-1-yl)ethanol (2.07 g, 16.0 mmol) and 1H-imidazole (5.43 g, 79.8 mmol) in DMF (10 mL) was added dropwise tert-butylchlorodiphenylsilane (4.96 mL, 19.1 mmol). The reaction was stirred for 15 hours. The solvent was removed under reduced pressure and the residue was diluted with DCM (40 mL). The organic layer was washed with 1N HCl (10 mL), water (10 mL) and brine (10 mL), then concentrated to give crude desired product (5.62 g, 96.4% yield), which was used in the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08933084B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-6938a9dcdf894e35bf17fef20caf5ae3 |
| Source note | uspto-grants-2015_01 |