HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 41121420, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 667751 | HCID 667751 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 41121420 | HCID 41121420 | 61.4% |
Reaction Steps
To a solution of (±)-cis-furan-2-yl-(2-methyl-4-phenylamino-3,4-dihydro-2H-quinolin-1-yl)-methanone (360 mg, 1.0 mmol) in methylene chloride (5 mL) was added diisopropylethylamine (1.9 mL, 10 mmol) followed by acetyl chloride (388 uL, 5 mmol). The mixture was stirred at room temperature over night. The mixture was poured into water and extracted with dichloromethane. The extracts were washed with 1 M (aq) NaOH and brine, dried over magnesium sulfate, filtered and concentrated. The crude residue was purified by silica gel chromatography (50% hexanes/50% ethyl acetate) to afford the amide (230 mg, 57%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07211672B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-69c442ecb4054c0fac2188a8ef674872 |
| Source note | uspto-grants-2007_05 |