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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1642539Generated: October 30, 2026

Water → 3,5-Diamino-4-(2-fluoro-5-methyl-pyridin-3-yl)-benzonitrile

https://huagongshe.com/reaction/1642539

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-(2-Fluoro-5-methyl-pyridin-3-yl)-3,5-dinitro-benzonitrileHCID 58880175—
CatalystIronHCID 23925—
SolventAcetic AcidHCID 176—
Product3,5-Diamino-4-(2-fluoro-5-methyl-pyridin-3-yl)-benzonitrileHCID 58880056156.6%

Reaction Conditions

Temperature76 °C

Reaction Steps

Compound 122 (119 mg, 0.39 mmol) was stirred in HOAc (3 mL) with H2O (0.5 mL) and stirred at 76° C. Iron powder (˜325 mesh, 88 mg, 1.56 mmol) was added, and the reaction stirred for 4 h. The solution was concentrated in vacuo, diluted with EtOAc (30 mL), and made basic with sat. NaHCO3. The material was then filtered through Celite, and the organics were separated, dried (MgSO4), and concentrated in vacuo to give 148 mg (66%) of the title compound as a brown oil. MS (ES) [m+H] calc'd for C13H11FN4, 243; found 243.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119655B2
Source datasetuspto-grants-2012_02
ORD IDord-480ef6b04db34520ac39734b2bf6bedf
Source noteuspto-grants-2012_02