HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 60889Generated: October 29, 2026
Potassium Carbonate → Methyl 5-methyl-2-(1-methyl-1H-pyrazol-4-yl)benzoate
https://huagongshe.com/reaction/60889
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole | HCID 2773987 | — |
| Reactant | Methyl 2-bromo-5-methylbenzoate | HCID 15110996 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | Methyl 5-methyl-2-(1-methyl-1H-pyrazol-4-yl)benzoate | HCID 117727848 | — |
Reaction Steps
A mixture of methyl 2-bromo-5-methylbenzoate (1.01 g, 4.41 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1.1 g, 5.28 mmol), Pd(PPh3)4 (0.764 g, 0.66 mmol), K2CO3 (1.83 g, 13.23 mmol) and dioxane/H2O (4:1, 15 mL) was degassed for 10 min and then heated overnight at 100° C. The mixture was cooled, diluted with brine, and extracted with EtOAc. The combined organic layers were washed with saturated NaHCO3 and dried over Na2SO4. The solvent was removed in vacuo to obtain the crude material, which was purified by silica gel chromatography to obtain the title compound. ESI-MS (m/z): 231 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09440982B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-b6f08bf4061146c8913a93badd2839dd |
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| Source note | uspto-grants-2016_09 |
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