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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1882229Generated: November 1, 2026

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

https://huagongshe.com/reaction/1882229

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 numberUS08318939B2
Source datasetuspto-grants-2012_11
ORD IDord-238bf1dc5e584376b856d1b0f50a27da
Source noteuspto-grants-2012_11