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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 734307Generated: October 30, 2026

Sodium Carbonate → 4-Amino-3-(4-aminophenyl)-furo[3,2-c]pyridine

https://huagongshe.com/reaction/734307

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 2734620—
Reactant3-Bromofuro[3,2-c]pyridin-4-amineHCID 18450795—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Product4-Amino-3-(4-aminophenyl)-furo[3,2-c]pyridineHCID 1845075284.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

The mixture of 4-amino-3-bromo-furo[3,2-c]pyridine (7) (63 mg, 0.29 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (84 mg, 0.38 mmol), Pd(PPh3)4 (34 mg, 0.029 mmol) and sodium carbonate (0.74 ml, 1.5 mmol) in 3 ml of DME was stirred for 14 hours at 80° C. The solvent was removed, and the resultant residue was purified by chromatography on a silica gel column gel to afford the titled compound (55 mg) 1H NMR (400 MHz, DMSO-d6) ppm 7.82 (d, J=6.1 Hz, 1H), 7.77 (s, 1H), 7.15 (d, J=8.3 Hz, 2H), 6.89 (d, J=5.8 Hz, 1H), 6.69 (d, J=8.3 Hz, 2H), 5.49 (s, 2H), 5.32 (s, 2H). MS: m/z 226 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592352B2
Source datasetuspto-grants-2009_09
ORD IDord-76fb99d7402c44419ecb7c38472bd4eb
Source noteuspto-grants-2009_09