HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromopropiophenone → 2-[4-(4-Cyclopentyl-piperazine-1-carbonyl)-indol-1-yl]-1-phenyl-propan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromopropiophenone | HCID 16452 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 57752820 | HCID 57752820 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[4-(4-Cyclopentyl-piperazine-1-carbonyl)-indol-1-yl]-1-phenyl-propan-1-one | HCID 24991296 | 6.1% |
Reaction Steps
A mixture of 29.8 mg (0.1 mmol) (4-cyclopentyl-piperazin-1-yl)-(1H-indol-4-yl)-methanone (intermediate 2), 32 mg (0.15 mmol) 2-bromo-1-phenyl-propan-1-one (commercially available) and 28.8 mg (0.3 mmol) sodium-tert-butoxide in 2 mL THF was shaken at room temperature for 16 h. After evaporation to dryness the residue was dissolved in methanol/DMF and subjected to purification by preparative HPLC on reversed phase eluting with a gradient formed from acetonitrile/water/NEt3. The combined product fractions were evaporated to yield 2.6 mg of the title compound. MS (m/e): 430.5 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07557108B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-9bff5dfb292542c1991d5bbb57294384 |
| Source note | uspto-grants-2009_07 |