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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1514856Generated: November 4, 2026

Sodium Hydroxide → HCID 25064924, compound

https://huagongshe.com/reaction/1514856

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-ChlorophenethylamineHCID 139381—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant2-(2,6-Dichloro-phenyl)-3H-benzoimidazole-5-carboxylic acidHCID 43349292—
SolventDimethylformamideHCID 6228—
ProductHCID 25064924HCID 25064924—

Reaction Steps

A solution of 2-(2,6-dichloro-phenyl)-3H-benzoimidazole-5-carboxylic acid (107.5 mg), 3-chlorophenethylamine (54.5 mg), BOP (186 mg) and DIEA (0.091 mL) in DMF (1 mL) was stirred at room temperature for 60 h. Then 1N NaOH aqueous solution was added. The aqueous layer was extracted with EtOAc, and the organic extracts were dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography (SiO2, EtOAc:Hexane=20:80 to 80:10) and prep-HPLC later to give 2-(2,6-dichloro-phenyl)-3H-benzoimidazole-5-carboxylic acid [2-(3-chloro-phenyl)-ethyl]-amide: MS (m/z) 446 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222248B2
Source datasetuspto-grants-2012_07
ORD IDord-914f61f26bc94fce9b2f9ee1a68e431e
Source noteuspto-grants-2012_07