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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77732Generated: October 30, 2026

Acetic Acid → 5-Iodo-6-methylpyridin-3-amine

https://huagongshe.com/reaction/77732

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant3-Iodo-2-methyl-5-nitropyridineHCID 59198325—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
SolventSodium CarbonateHCID 10340—
Product5-Iodo-6-methylpyridin-3-amineHCID 59198291—

Reaction Conditions

Temperature85 °C

Reaction Steps

To a solution of 3-iodo-2-methyl-5-nitropyridine (125 mg, 0.4734 mmol) in ethanol (3 mL) was added acetic acid (0.50 mL, 8.8 mmol) and iron powder (140 mg, 2.6 mmol). The reaction was heated at 85° C. for 30 minutes and was diluted with EtOAc, water, and saturated Na2CO3. Then it was filtered and extracted with EtOAc and the organic extracts were washed with water, saturated NaCl, dried (MgSO4) and stripped in vacuo. 1H NMR (400 MHz, CDCl3): δ 7.96 (d, 1H), 7.44 (d, 1H), 3.57 (br s, 2H), 2.61 (s, 3H); MS (ES) (M+H)=235.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841318B2
Source datasetuspto-grants-2014_09
ORD IDord-b5498f3055774869b614690be34b85eb
Source noteuspto-grants-2014_09