HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → N-(3-{1-[5-(1H-Indol-1-YL)pentyl]-4-piperidinyl}phenyl)-2-methylpropanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(5-Chloropentyl)-1H-indole | HCID 12340758 | — |
| Reactant | 2-methyl-N-[3-(4-piperidyl)phenyl]propanamide | HCID 16757255 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(3-{1-[5-(1H-Indol-1-YL)pentyl]-4-piperidinyl}phenyl)-2-methylpropanamide | HCID 22049385 | 83.4% |
Reaction Steps
Prepared as above, using 1-(5-chloropentyl)-1H-indole (22.2 mg, 0.100 mmol), 2-methyl-N-[3-(4-piperidinyl)phenyl]propanamide (24.6 mg, 0.100 mmol), K2CO3 (27.6 mg, 0.200 mmol), NaI (23.0 mg, 0.150 mmol) and DMF (1.00 mL), giving the desired product as a yellow oil (36 mg, 81%). 1H NMR (400 MHz, CDCl3) δ 8.08–6.52 (m, 11H), 4.19 (t, 2H, J=7.2 Hz), 3.26–3.10 (m, 2H), 2.71–2.55 (m, 2H), 2.55–2.42 (m, 2H), 2.35–2.12 (m, 2H), 2.12–1.80 (m, 6H), 1.80–1.57 (m, 2H), 1.51–1.34 (m, 2H) 1.31 (d, 6H, J=6.8 Hz); ESMS m/e: 432.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07067534B1 |
| Source dataset | uspto-grants-2006_06 |
| ORD ID | ord-0b459767d3814ffeb9747176d46d827c |
| Source note | uspto-grants-2006_06 |