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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1432326Generated: October 26, 2026

Sodium Carbonate → 5-(2-Fluoro-phenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

https://huagongshe.com/reaction/1432326

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantLithium ChlorideHCID 433294—
Reactant2-Fluorophenylboronic acidHCID 2734354—
Reactant5-Bromo-1-(phenylsulfonyl)-1h-pyrrolo[2,3-b]pyridine-3-carbonitrileHCID 68952447—
CatalystHCID 178418476HCID 178418476—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
Product5-(2-Fluoro-phenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrileHCID 1121860838%

Reaction Steps

Compound 10 was synthesized according to the procedure used for the preparation of 9 using 8 (40.0 mg, 0.11 mmol), 2-fluorophenylboronic acid (23.2 mg, 0.11 mmol), PdCl2(PPh3)2 (7.8 mg, 0.011 mmol), LiCl (14.0 mg, 0.33 mmol), 1M Na2CO3 (276 mL), EtOH (0.66 mL) and toluene (0.66 mL) with refluxing for 1 h. Obtained 10 (9.9 mg, 38%) as a white solid; 1H NMR (400 MHz, CDCl3+4 drops d4-MeOH) δ 8.54 (t, J=1.9 Hz, 1H), 8.25 (dd, J=2.0, 1.3 Hz, 1H), 7.89 (s, 1H), 7.46 (dt, J=7.7, 1.8 Hz, 1H), 7.37 (m, 1H), 7.30-7.10 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612086B2
Source datasetuspto-grants-2009_11
ORD IDord-ab02ae3817644f2991e23f0571f6dbfc
Source noteuspto-grants-2009_11