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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 278016Generated: October 26, 2026

Sodium Carbonate → 5-(Benzimidazol-2-yl)-3-(1-Methylpiperidin-4-yl)-1H-Indole

https://huagongshe.com/reaction/278016

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-ChlorobenzimidazoleHCID 78572—
Reactant3-(1-Methylpiperidin-4-yl)-1H-Indole-5-Boronic AcidHCID 12041813—
CatalystHCID 178418807HCID 178418807—
SolventTetrahydrofuranHCID 8028—
Product5-(Benzimidazol-2-yl)-3-(1-Methylpiperidin-4-yl)-1H-IndoleHCID 1204325843%

Reaction Steps

The title compound was prepared by the procedure of Example 14, beginning with 3-(1-methylpiperidin-4-yl)-1H-indole-5-boronic acid (0.250 g, 0.97 mmol), 2-chlorobenzimidazole (0.140 g, 0.92 mmol), Pd(dppf)Cl2 CH2Cl2 (0.023 g, 0.028 mmol), and 2M aqueous sodium carbonate solution (2 mL) in 6 mL of tetrahydrofuran to give 0.130 g (43%) of the title compound as an amorphous tan solid. FDMS m/e=330 (M+). EA calculated for C21H22N4.¾ H2O C, 73.33; H, 6.89; N, 16.29. Found: C, 73.79; H, 6.66; N, 16.08.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06358972B1
Source datasetuspto-grants-2002_03
ORD IDord-b7eafff051304470845e9cad9429fce5
Source noteuspto-grants-2002_03