Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Bromomethyl-2,6-dichlorobenzene | HCID 30159 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Reactant | HCID 86652982 | HCID 86652982 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67201414 | HCID 67201414 | 96.9% |
Reaction Steps
To a stirred solution of 4-Methyl-5-[4-(2,2,2-trifluoro-acetyl)-piperazin-1-yl]-benzofuran-2-carboxylic acid ethyl ester (0.15 g, 0.0003 mol) in dry THF was added triethyl amine (0.15 ml, 0.001 mol) and cooled to 0° C. and stirred under nitrogen. 2,6 dichloro benzyl bromide (0.107 g, 0.00045 mol) was added and stirred for 2 hours at room temperature. The completion of the reaction was confirmed by TLC. Solvent was concentrated under reduced pressure added water. The solid separated was filtered, washed with water (10 ml). After drying under vacuum, the crude product was isolated as brown solid. Column chromatography using 10/90 ethyl acetate/hexane yielded 5-[4-(2,6-Dichloro benzyl)-piperazine-1-yl]-4-methyl-benzofuran-2-carboxylic acid ethyl ester (0.13 g, 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08575161B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-f6a377942e7649d38d00960c78c233c5 |
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| Source note | uspto-grants-2013_11 |
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