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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 132592Generated: October 25, 2026

5-Fluoro-1-(piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one → 5-Fluoro-1-(1-{(2S)-2-hydroxy-3-[(2-methyl-1H-indol-7-yl)oxy]propyl}4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one

https://huagongshe.com/reaction/132592

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Fluoro-1-(piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-oneHCID 13792104—
Reactant2-methyl-7-[(2S)-oxiranylmethoxy]-1H-indoleHCID 86592834—
SolventEthanolHCID 702—
Product5-Fluoro-1-(1-{(2S)-2-hydroxy-3-[(2-methyl-1H-indol-7-yl)oxy]propyl}4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-oneHCID 6919882270.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 5-fluoro-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one (13.7 mg, 0.058 mmol), 2-methyl-7-[(2S)-oxiranylmethoxy]-1H-indole (12 mg, 0.058 mmol) in ethanol (2 mL) was kept on stirring at 80° C. for 5 h. The volatiles were removed in vacuo and residue purified by silica gel flash chromatography to give titled compound (18 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07388020B2
Source datasetuspto-grants-2008_06
ORD IDord-62327d64a690409bb3918058bfc76fb2
Source noteuspto-grants-2008_06