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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1043788Generated: November 1, 2026

2-Chloropyridin-4-amine → 2-(Methylsulfanyl)pyridin-4-amine

https://huagongshe.com/reaction/1043788

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloropyridin-4-amineHCID 84432—
ReactantSodium methanethiolateHCID 4378561—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product2-(Methylsulfanyl)pyridin-4-amineHCID 53486302265.2%

Reaction Conditions

Temperature200 °C

Reaction Steps

Sodium thiomethoxide (140 mg, 1.98 mmol) was added to a solution of 2-chloropyridin-4-amine (150 mg, 1.17 mmol) in NMP (0.65 mL) in a pressure vessel. The vessel was sealed and heated in a microwave to 200° C. for 800 sec. Purification by silica flash chromatography eluting with 8% MeOH/DCM afforded 2-(methylthio)pyridin-4-amine (435 mg, 50% yield). LC/MS (m/z): 140.9 (MH+), Rt 0.59 minutes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08563549B2
Source datasetuspto-grants-2013_10
ORD IDord-211e7c804956488e968212bafec5351b
Source noteuspto-grants-2013_10