HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Methyl 2-(4-methyl-2-(piperidin-1-yl)-6-(quinolin-5-yl)pyrimidin-5-yl)pentanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Quinolin-5-ylboronic acid | HCID 5153389 | — |
| 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 | Methyl 2-(4-methyl-2-(piperidin-1-yl)-6-(quinolin-5-yl)pyrimidin-5-yl)pentanoate | HCID 50995731 | 67% |
Reaction Steps
This compound was prepared according to general method E from 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 quinolin-5-ylboronic acid (0.086 g; 0.500 mmol) in DME-water (1 mL) for 20 min. Purification by flash-chromatography on silica gel using a gradient of ethyl acetate (5-40%) in heptane furnished 0.070 g (67%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08906906B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-574190ea41b140d8b9c55f307df8ca2e |
| Source note | uspto-grants-2014_12 |