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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1641230Generated: November 2, 2026

1-(3-Hydroxypropyl)pyrrolidin-2-one → 3-Fluoro-N-{4-[3-(2-oxopyrrolidin-1-yl)propoxy]-1-naphthyl}-5-piperidin-1-ylbenzamide

https://huagongshe.com/reaction/1641230

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(3-Hydroxypropyl)pyrrolidin-2-oneHCID 566744—
Reactanttert-Butyl (4-hydroxynaphthalen-1-yl)carbamateHCID 10923237—
Reactant3-Fluoro-5-piperidinylbenzoic acidHCID 59553180—
Product3-Fluoro-N-{4-[3-(2-oxopyrrolidin-1-yl)propoxy]-1-naphthyl}-5-piperidin-1-ylbenzamideHCID 59553101—

Reaction Steps

Compound is prepared from tert-butyl(4-hydroxy-1-naphthyl)carbamate, 3-fluoro-5-piperidin-1-yl-benzoic acid and 1-(3-hydroxy-propyl)-pyrrolidin-2-one according to conditions described in general procedure D. A pink solid is produced (42 mg). Mp: 88-89° C.; 1H NMR (300 MHz, CDCl3) δ 1.69(s, 6H), 1.95-2.04(m, 2H), 2.10-2.18(m, 2H), 2.34-2.39(m, 2H), 3.26(s, 4H), 3.37-3.45(m, 2H), 3.50-3.55(m, 2H), 4.09-4.13(m, 2H), 6.72-6.77(m, 2H), 7.03(d, J=8.4 Hz, 1H), 7.33(s, 1H), 7.46-7.55(m, 2H), 7.63(d, J=7.8 Hz, 1H), 7.82(d, J=7.5 Hz, 1H), 8.23(s, 1H), 8.27-8.30 (m, 1H); MS 490 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08114873B2
Source datasetuspto-grants-2012_02
ORD IDord-f07c12ac706c498486b5b3304fcd8282
Source noteuspto-grants-2012_02