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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1832227Generated: October 25, 2026

Sodium Iodide → N-(3-{1-[5-(1H-Indol-1-YL)pentyl]-4-piperidinyl}phenyl)-2-methylpropanamide

https://huagongshe.com/reaction/1832227

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(5-Chloropentyl)-1H-indoleHCID 12340758—
Reactant2-methyl-N-[3-(4-piperidyl)phenyl]propanamideHCID 16757255—
SolventDimethylformamideHCID 6228—
ProductN-(3-{1-[5-(1H-Indol-1-YL)pentyl]-4-piperidinyl}phenyl)-2-methylpropanamideHCID 2204938583.4%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07067534B1
Source datasetuspto-grants-2006_06
ORD IDord-0b459767d3814ffeb9747176d46d827c
Source noteuspto-grants-2006_06