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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521697Generated: October 26, 2026

N-(6-chloro-3-iodopyridin-2-yl)pivalamide → 2-Amino-6-chloro-3-iodopyridine

https://huagongshe.com/reaction/1521697

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(6-chloro-3-iodopyridin-2-yl)pivalamideHCID 45480364—
SolventHydrochloric AcidHCID 313—
SolventMethanolHCID 887—
Product2-Amino-6-chloro-3-iodopyridineHCID 4548036597.2%

Reaction Conditions

Temperature110 °C

Reaction Steps

N-(6-Chloro-3-iodopyridin-2-yl)-2,2-dimethylpropionamide (33 g, 97 mmol) is dissolved in 1N HCl (300 mL) in the presence of catalytic amount of methanol (0.5 mL) at 0° C. The reaction mixture is heated at 110° C. for 5 h. After cooling, the reaction mixture is extracted with ethyl acetate (2×250 mL). The organic layers are separated and the solvent is evaporated to afford the title compound as a viscous liquid (24 g, 97%) which is used in the next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073926B2
Source datasetuspto-grants-2015_07
ORD IDord-ee166f5672cf4e5a98f138071f19ef8b
Source noteuspto-grants-2015_07