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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1522641Generated: November 1, 2026

Ethyl isocyanate → 7-(2-(2,5-difluorophenyl)-5-methylpyridin-4-ylamino)-N-ethyl-1H-pyrazolo[4,3-b]pyridine-1-carboxamide

https://huagongshe.com/reaction/1522641

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl isocyanateHCID 8022—
ReactantN-(2-(2,5-difluorophenyl)-5-methylpyridin-4-yl)-1H-pyrazolo[4,3-b]pyridin-7-amineHCID 54671061—
CatalystPyridineHCID 1049—
SolventAcetonitrileHCID 6342—
Product7-(2-(2,5-difluorophenyl)-5-methylpyridin-4-ylamino)-N-ethyl-1H-pyrazolo[4,3-b]pyridine-1-carboxamideHCID 67470617—

Reaction Conditions

Temperature75 °C

Reaction Steps

N-(2-(2,5-Difluorophenyl)-5-methylpyridin-4-yl)-1H-pyrazolo[4,3-b]pyridin-7-amine (106 mg, 0.314 mmol) was suspended in acetonitrile (3.1 mL). Isocyanatoethane (30.8 μl, 0.393 mmol) and 1 drop of pyridine were added and the mixture was heated at 75° C. for 2 hours. The mixture was cooled to give a solid which was collected by filtration to give the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.20 (3H, t, J=7.07 Hz) 2.38 (3H, s) 3.34-3.45 (2H, m) 7.25-7.42 (3H, m) 7.76 (1H, ddd, J=9.47, 6.06, 3.16 Hz) 7.93 (1H, s) 8.41 (1H, d, J=5.30 Hz) 8.54 (1H, s) 8.60 (1H, s) 9.09 (1H, t, J=5.81 Hz) 11.05 (1H, s). MS [M+H] found 409.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073918B2
Source datasetuspto-grants-2015_07
ORD IDord-cd5307cc0ebb40c1809e143a41f374e0
Source noteuspto-grants-2015_07