HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 715410Generated: October 30, 2026
Cesium carbonate → methyl 6-(4-chloro-1H-pyrazol-1-yl)-5-methylnicotinate
https://huagongshe.com/reaction/715410
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1H-Pyrazole, 4-chloro- | HCID 27524 | — |
| Reactant | Methyl 6-fluoro-5-methylpyridine-3-carboxylate | HCID 53419770 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | methyl 6-(4-chloro-1H-pyrazol-1-yl)-5-methylnicotinate | HCID 89874760 | 100% |
Reaction Steps
A mixture of methyl 6-fluoro-5-methylnicotinate (800 mg, 4.73 mmol, Step-1 of Amine-36), 4-chloro-1H-pyrazole (509 mg, 4.97 mmol), and cesium carbonate (3.08 g, 9.46 mmol) in DMF (16 mL) stirred at 60° C. for 1 hour. After cooling to rt, the mixture is diluted with EtOAc (150 mL) and washed with water (100 mL×3). The organic phase is filtered through silica gel, and the filtrate is concentrated to give 1.19 g (>99% yield) of the title compound as white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09187475B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-1fcebdf2c4944617856f6c8e6eaab143 |
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| Source note | uspto-grants-2015_11 |
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