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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1059984Generated: November 1, 2026

Diisopropylethylamine → HCID 135706154, compound

https://huagongshe.com/reaction/1059984

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloro-1-methylpyridinium iodideHCID 167069—
ReactantN,N'-Di-Boc-thioureaHCID 5193990—
ReactantHCID 18667622HCID 18667622—
SolventDichloromethaneHCID 6344—
ProductHCID 135706154HCID 13570615467.5%

Reaction Steps

To a suspension of 2-fluoro-5-(4-methoxypyridin-2-yl)aniline (174 mg), N,N′-bis(tert-butoxycarbonyl)thiourea (265 mg) and diisopropylethylamine (0.417 ml) in dichloromethane (10 ml) was added 1-methyl-2-chloropyridinium iodide (266 mg), and the mixture was stirred for 18 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 30 g, n-hexane:ethyl acetate=3:1) to give N,N′-bis(tert-butoxycarbonyl)-N″-(2-fluoro-5-(4-methoxypyridin-2-yl)phenyl)guanidine (248 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06521643B1
Source datasetuspto-grants-2003_02
ORD IDord-6228549889384e9998ef805fb0f34786
Source noteuspto-grants-2003_02