Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | HCID 59333345 | HCID 59333345 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59333356 | HCID 59333356 | 36% |
Reaction Steps
To a solution of 3-[1-(1,2,3,6-tetrahydro-pyridin-4-yl)-7-trifluoromethyl-imidazo[1,2-a]quinoxalin-4-ylamino]-propan-1-ol prepared in the previous example (50.0 mg; 0.132 mmol; 1 eq) in anhydrous dichloromethane (660 μL) are successively added N,N′-dimethylaminopyridine (16.1 mg; 0.132 mmol; 1 eq) and acetyl chloride (9.4 μL; 0.132 mmol; 1 eq). The solution is allowed to stir for 17 hours at room temperature until completion of the reaction. The reaction mixture is concentrated under vacuum and the resulting residue is taken-up in ethyl acetate (10 mL). The resulting organic solution is washed with brine (10 mL), dried over sodium sulfate, filtered and concentrated in vacuum. The resulting residue is passed through a silica gel column (dichloromethane/methanol 95:5) to afford the title compound as an off-white solid (20 mg; 0.048 mmol; 36%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08513250B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-bc7fc177f4a94829a6c504e7d7b069fc |
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| Source note | uspto-grants-2013_08 |
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