HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → ethyl 3-tert-butyl-1-(2-(dimethylamino)ethyl)-1H-pyrazole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Ethyl 3-tert-butyl-1H-pyrazole-5-carboxylate | HCID 2743509 | — |
| Reactant | N,N-Dimethylaminoethyl chloride hydrochloride | HCID 11636816 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | ethyl 3-tert-butyl-1-(2-(dimethylamino)ethyl)-1H-pyrazole-5-carboxylate | HCID 59588870 | — |
Reaction Steps
Method I was used with ethyl 3-tert-butyl-1H-pyrazole-5-carboxylate (124 mg, 0.632 mmol), caesium carbonate (624 mg, 1.915 mmol) and 2-chloro-N,N-dimethylethanamine hydrochloride (96.8 mg, 0.672 mmol). 48 hours reaction time. Column eluent: 50→100% EtOAc in CH2Cl2, followed by 0→10% MeOH in EtOAc. Yield: 103 mg (61%) of a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546387B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-ef5fe07949d24b9ba8bbe978f84a1d05 |
| Source note | uspto-grants-2013_10 |