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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 278018Generated: October 26, 2026

Sodium Carbonate → 5-(4-(4-Fluorobenzamido)phenyl)-3-(1-Methylpiperidin-4-yl)-1H-Indole

https://huagongshe.com/reaction/278018

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantN-(4-bromophenyl)-4-fluorobenzamideHCID 531957—
Reactant3-(1-Methylpiperidin-4-yl)-1H-Indole-5-Boronic AcidHCID 12041813—
CatalystHCID 178418397HCID 178418397—
SolventMeOH tetrahydrofuranHCID 21899815—
Product5-(4-(4-Fluorobenzamido)phenyl)-3-(1-Methylpiperidin-4-yl)-1H-IndoleHCID 2262679929.4%

Reaction Steps

The title compound was prepared by the procedure of Example 10, beginning with 3-(1-methylpiperidin-4-yl)-1H-indole-5-boronic acid (0.200 g, 0.77 mmol), 1-bromo-4-(4-fluorobenzamido)benzene (0.217 g, 0.74 mmol), tetrakis(triphenylphosphine)palladium(0) (0.045 g, 0.039 mol), and 2M aqueous sodium carbonate solution (2 mL) in 15 mL of tetrahydrofuran:methanol (1:1) to give the title compound (0.093 g, 29%) as an amorphous solid. FDMS m/e=427 (M+). EA calculated for C27H26N3OF: C, 75.85; H, 6.13; N, 9.83. Found: C, 75.55; H, 6.18; N, 9.73.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06358972B1
Source datasetuspto-grants-2002_03
ORD IDord-131909b9d788408da6251f6b3df6b86c
Source noteuspto-grants-2002_03