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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1455617Generated: November 3, 2026

Ethanol → 2-benzimidazol-1-yl-N-(2'-chloro-biphenyl-4-yl)-acetamide

https://huagongshe.com/reaction/1455617

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chlorophenylboronic acidHCID 2734322—
Reactant2-benzimidazol-1-yl-N-(4-bromophenyl)-acetamideHCID 17028475—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
Product2-benzimidazol-1-yl-N-(2'-chloro-biphenyl-4-yl)-acetamideHCID 1667895031.3%

Reaction Conditions

Temperature110 °C

Reaction Steps

2-Benzimidazol-1-yl-N-(4-bromophenyl)-acetamide (100 mg, 0.30 mmol) (Example 6A), PdCl2(PPh3)2 (22 mg, 0.03 mmol), K2CO3 (120 mg, 0.8 mmol) and 2-chlorophenylboronic acid (71 mg, 0.45 mmol) were combined and dissolved in DME (0.5 mL), EtOH (0.5 mL) and H2O (0.2 mL). This mixture was heated in a microwave at 110° C. for 10 minutes. SCX purification of the reaction mixture, followed by further purification using prep LCMS yielded the desired product (34 mg). 1H NMR (400 MHz, DMSO-d6) δ ppm 5.21 (2H, s), 7.2-7.3 (2H, m), 7.36-7.45 (5H, m), 7.55 (2H, d, J=8 Hz), 7.67-7.72 (3H, m), 8.25 (1H, s), 10.59 (1H, s). MS (ES) m/z: 362.3 [M+H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07482469B2
Source datasetuspto-grants-2009_01
ORD IDord-882a1206f2f94dbe97c2d10b8dce9aa9
Source noteuspto-grants-2009_01