HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1399715Generated: November 1, 2026
Diisopropylethylamine → HCID 66956045, compound
https://huagongshe.com/reaction/1399715
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (4-Chloro-2-fluorophenyl)boronic acid | HCID 4193595 | — |
| Reactant | Methyl 2-(4-chloro-6-methyl-2-(piperidin-1-yl)pyrimidin-5-yl)pentanoate | HCID 86665653 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Water 1,2-dimethoxyethane | HCID 18180031 | — |
| Product | HCID 66956045 | HCID 66956045 | 46.7% |
Reaction Steps
A suspension of methyl 2-(4-chloro-6-methyl-2-(piperidin-1-yl)pyrimidin-5-yl)pentanoate (0.081 g; 0.25 mmol), tetrakis(triphenylphosphine) palladium(0) (0.029 g; 0.025 mmol), N,N-diisopropylethylamine (0.172 mL; 1.00 mmol) and 4-chloro-2-fluorophenylboronic acid (0.065 g; 0.375 mmol) in a mixture of DME-water (3:1, 1 mL) was heated at 100° C. for 2.5 h. The mixture was partitioned between brine and dichloromethane, filtered over a phase separator filter (1PS) and concentrated under reduced pressure. Purification by flash-chromatography on silica gel using a gradient of ethyl acetate (1-10%) in heptane furnished 0.049 g (38%) 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-9c8ef0f398964693a1c2826f79e99917 |
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| Source note | uspto-grants-2014_12 |
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