Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Pentane, 3-(chloromethyl)- | HCID 107585 | — |
| Reactant | HCID 66634127 | HCID 66634127 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66633957 | HCID 66633957 | 84% |
Reaction Steps
To a solution of 3-[1-(5-Chloro-2-hydroxy-benzyl)-5-methyl-1H-pyrazol-3-yl]-propionic acid methyl ester, 15. (0.2 g, 0.63 mmol) in DMF (5 mL) were added potassium carbonate 0.15 g (1.26 mmol), tetrabutylammonium iodide 0.03 g and 3-chloromethylpentane 0.15 g (1.26 mmol). The resulting mixture was heated at 150° C. in a microwave reactor. The mixture was poured into water and extracted with EtOAc. The organic layers were combined, washed with brine (30 mL), dried (MgSO4) and the volatiles were removed in vacuo to give 0.21 g (84%) of the methyl ester 16 as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09394284B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-e9eaf5e0a032475cbcf0488c908f5a45 |
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| Source note | uspto-grants-2016_07 |
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