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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 391285Generated: October 25, 2026

Sodium Carbonate → HCID 59578394, compound

https://huagongshe.com/reaction/391285

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant5-(Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-carbaldehydeHCID 4992640—
ReactantHCID 59578396HCID 59578396—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 59578394HCID 59578394—

Reaction Steps

A mixture of 4-bromo-2-ethoxybenzonitrile (1.13 g, 5.00 mmol), 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinaldehyde (1.165 g, 5.00 mmol), sodium carbonate (5.00 mL, 10.00 mmol) and Pd(PPh3)4 (1.136 g, 0.125 mmol) in DME (20 mL) was heated to reflux for 6 h. After cooling to room temperature, filtration, drying over Na2SO4, concentration, a colorless solid was obtained. 1H NMR (400 MHz, CDCl3): δ 7.14 (d, J=1.5 Hz, 1H), 7.23 (dd, J=8, 1.5 Hz, 1H), 7.70 (d, J=8=Hz, 1H), 8.33 (t, J=2 Hz, 1H), 9.06 (d, J=2 Hz, 1H), 9.11 (d, J=2 Hz, 1H), 10.21 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383827B2
Source datasetuspto-grants-2013_02
ORD IDord-0d0bae9585614305a7adfea211672514
Source noteuspto-grants-2013_02