HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1399741Generated: October 31, 2026
Diisopropylethylamine → HCID 66955943, compound
https://huagongshe.com/reaction/1399741
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Fluorophenylboronic acid | HCID 2734354 | — |
| Reactant | Methyl 2-(2-chloro-4-methyl-6-p-tolylpyrimidin-5-yl)pentanoate | HCID 86665647 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 66955943 | HCID 66955943 | 58.6% |
Reaction Steps
Methyl 2-(2-chloro-4-methyl-6-p-tolylpyrimidin-5-yl)pentanoate (100 mg; 0.300 mmol), 2-fluorophenylboronic acid (126 mg; 0.901 mmol), tetrakis(triphenylphosphine) palladium(0) (34.7 mg; 0.030 mmol) were placed in a 5 mL reaction tube and dissolved in a mixture of degassed DME (1.50 mL) and water (0.5 mL). N,N-Diisopropylethylamine (0.185 mL; 1.202 mmol) was added, the tube was sealed and irradiated in a microwave oven at 130° C. for 1 h. The reaction mixture was partitioned between brine and dichloromethane, filtered over a phase separator filter (1PS) and concentrated under reduced pressure. The crude material was purified by flash chromatography on silica gel using a linear gradient of ethylacetate (5-40%) in heptane to give 69 mg (41%) of the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08906906B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-57c37d3a09764105a94ca9e55966eabf |
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| Source note | uspto-grants-2014_12 |
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