HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → HCID 86592012, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 86592010 | HCID 86592010 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86592012 | HCID 86592012 | 46% |
Reaction Steps
(±)-Cis-N-[1-(4-acetylamino-benzoyl)-2-methyl-1,2,3,4-tetrahydro-quinolin-4-yl]-N-phenyl-propionamide was prepared from (±)-cis-N-[1-(4-amino-benzoyl)-2-methyl-1,2,3,4-tetrahydro-quinolin-4-yl]-N-phenyl-propionamide. To a solution of (±)-cis-N-[1-(4-amino-benzoyl)-2-methyl-1,2,3,4-tetrahydro-quinolin-4-yl]-N-phenyl-propionamide (100 mg, 0.24 mmol) in 2.5 ml tetrahydrofuran was added acetyl chloride (44 μL, 0.63 mmol) followed by triethylamine (88 μL ,0.63 mmol). The reaction was stirred at room temperature overnight. The mixture was concentrated under reduced pressure. The residue was purified by silica gel chromatography, eluting with hexane-ethyl acetate (3:1) to give the title compound (51 mg, 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07504508B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-8829c1768c024d90ac6b20c3195368cf |
| Source note | uspto-grants-2009_03 |