HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → [1-(4-Chloromethyl-benzyl)-3,5-dimethyl-1H-pyrazol-4-yl]-acetic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | [1-(4-Hydroxymethyl-benzyl)-3,5-dimethyl-1H-pyrazol-4-yl]-acetic acid methyl ester | HCID 66707588 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | [1-(4-Chloromethyl-benzyl)-3,5-dimethyl-1H-pyrazol-4-yl]-acetic acid methyl ester | HCID 66707535 | — |
Reaction Steps
[1-(4-Hydroxymethyl-benzyl)-3,5-dimethyl-1H-pyrazol-4-yl]-acetic acid methyl ester (intermediate 16.1.1, 4.8 g, 16.7 mmol) was dissolved in 60 ml dichloromethane. Triethylamine (3.5 ml, 25 mmol) was added, followed by dropwise addition of methanesulfonyl chloride (1.29 ml, 16.7 mmol). After 12 h at room temperature, the mixture was washed with water, aqueous KHSO4 solution, water, aqueous NaHCO3 solution and with water. The organic layer was dried over MgSO4 and the solvent was evaporated under reduced pressure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08791272B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-b126cfe40b1743b98c3e828f09d7e931 |
| Source note | uspto-grants-2014_07 |