Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Glycine ethyl ester, hydrochloride | HCID 2723640 | — |
| Reactant | HCID 22632504 | HCID 22632504 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22632516 | HCID 22632516 | — |
Reaction Steps
1.4 g (5.6 mmol) of (1-benzyl-4-nitro-1H-pyrazol-3-yl)methanol was dissolved in 20 ml of dichloromethane. 0.53 ml (6.7 mmol) of methanesulfonyl chloride and 1.0 ml (7.3 mmol) of triethylamine were added to the obtained solution, and they were stirred at room temperature for 2 hours. After the treatment with dichloromethane as the extracting solvent by an ordinary method, the obtained crude product was dissolved in 50 ml of ethanol. 1.6 g (11.2 mmol) of glycine ethyl ester hydrochloride and 1.4 g (16.8 mmol) of sodium hydrogencarbonate were added to the obtained solution, and they were stirred at 70° C. overnight. The insoluble matter was filtered. The solvent was evaporated and the residue was treated with ethyl acetate as the extracting solvent by an ordinary method, which was purified by the silica gel column chromatography to obtain the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06825191B2 |
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| Source dataset | uspto-grants-2004_11 |
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| ORD ID | ord-64e3d2288095415db14344160eb205b0 |
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| Source note | uspto-grants-2004_11 |
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