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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 556839Generated: October 29, 2026

Sodium Carbonate → 5-Chloro-N4-(1-methylpiperidin-4-yl)pyridine-2,4-diamine

https://huagongshe.com/reaction/556839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantN-(5-Chloro-4-(1-methylpiperidin-4-ylamino)pyridin-2-yl)pivalamideHCID 59613362—
SolventHydrochloric AcidHCID 313—
Product5-Chloro-N4-(1-methylpiperidin-4-yl)pyridine-2,4-diamineHCID 5961349466.6%

Reaction Steps

A solution of N-(5-chloro-4-(1-methylpiperidin-4-ylamino)pyridin-2-yl)pivalamide (0.609 g, 1.87 mmol) in 6M HCl (5 mL) was heated under microwave irradiation at 105° C. for 50 min. The solution was basified with Na2CO3 and extracted with ethyl acetate (3×20 mL). The crude mixture was purified by flash chromatography on silica, eluting with methanol and dichloromethane (1/9), to give the title compound as a colourless solid (0.300 g, 66%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058045B2
Source datasetuspto-grants-2011_11
ORD IDord-4896bd46260f4e56b85467fe87248905
Source noteuspto-grants-2011_11