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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1059976Generated: October 27, 2026

Diisopropylethylamine → HCID 135710951, compound

https://huagongshe.com/reaction/1059976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloro-1-methylpyridinium iodideHCID 167069—
ReactantN,N'-Di-Boc-thioureaHCID 5193990—
Reactant5-(4-Methoxypyridin-2-yl)-2-methylanilineHCID 18667638—
SolventDichloromethaneHCID 6344—
ProductHCID 135710951HCID 13571095183.8%

Reaction Steps

To a suspension of 5-(4-methoxypyridin-2-yl)-2-methylaniline (200 mg), N,N′-bis(tert-butoxycarbonyl)thiourea (310 mg) and diisopropyl-ethylamine (0.374 ml) in dichloromethane (10 ml) was added 1-methyl-2-chloropyridinium iodide (310 mg), and the mixture was stirred for 2 hours. The mixture was diluted with dichloromethane, washed with water and brine, dried over magnesium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography (silica gel 25 g, n-hexane:ethyl acetate=3:1) to give N,N′-bis(tert-butoxycarbonyl)-N″-(5-(4-methoxypyridin-2-yl)-2-methylphenyl)guanidine (357 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06521643B1
Source datasetuspto-grants-2003_02
ORD IDord-296d76a7808248b5b96d2056f619d8e9
Source noteuspto-grants-2003_02