HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 339997Generated: October 29, 2026
Diisopropylethylamine → ethyl 2-(4-chloro-1-methyl-1H-pyrazol-5-yl)-4-methylpyrimidine-5-carboxylate
https://huagongshe.com/reaction/339997
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Ethyl 2-chloro-4-methylpyrimidine-5-carboxylate | HCID 21220624 | — |
| Reactant | 4-chloro-1-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole | HCID 75525667 | — |
| Catalyst | HCID 178418851 | HCID 178418851 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | ethyl 2-(4-chloro-1-methyl-1H-pyrazol-5-yl)-4-methylpyrimidine-5-carboxylate | HCID 86681483 | 59.4% |
Reaction Steps
A mixture of 4-chloro-1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1.45 g, 5.98 mmol), ethyl 2-chloro-4-methylpyrimidine-5-carboxylate (0.999 g, 4.98 mmol), bis(tri-t-butylphosphine)palladium (509 mg, 0.996 mmol), and N,N-diisopropylethylamine (1.74 mL, 9.98 mmol) in 1,4-dioxane (10 mL) and water (0.5 mL) was stirred at 110° C. for 40 mins under microwave. Direct purification by combi-flash chromatography afforded 0.83 g (59% yield) of the desired product. LC-MS found: 281.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08895571B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-640811577481449ea52aa1dd4167d370 |
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| Source note | uspto-grants-2014_11 |
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