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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 347562Generated: October 31, 2026

Potassium Carbonate → 4-(2-Fluoro-4-nitrophenoxy)-2-methyl-1H-pyrrolo[2,3-]pyridine

https://huagongshe.com/reaction/347562

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,2-Difluoro-4-nitrobenzeneHCID 123053—
ReactantHCID 178422234HCID 178422234—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-(2-Fluoro-4-nitrophenoxy)-2-methyl-1H-pyrrolo[2,3-]pyridineHCID 8676037946%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 2-methyl-1H-pyrrolo[2,3-b]pyridin-4-ol (90 mg, TFA salt, 0.34 mmol), 3,4-difluoronitrobenzene (0.05 mL) and potassium carbonate (100 mg, 0.72 mmol) in DMF (1 mL) was stirred at 50° C. for 2 h. The mixture was diluted with water and extracted with ethyl acetate (3×5 mL). The combined extracts were washed with water, dried (MgSO4) and concentrated in vacuo to afford the crude product, which was purified by preparative HPLC to give the title compound (45 mg, 46%). 1H NMR (CD3OD) δ 8.25 (dd, 2H, J=10.4, 2.6 Hz), 8.12 (m, 1H), 8.04 (d, 1H, J=5.5 Hz), 7.30 (t, 1H, J=8.3 Hz), 6.67 (d, 1H, J=5.5 Hz), 5.95 (s, 1H), 2.41 (s, 3H); MS(ESI+) m/z 288 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07173031B2
Source datasetuspto-grants-2007_02
ORD IDord-04a3795dac184a56b213f4ac28192b81
Source noteuspto-grants-2007_02