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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 577427Generated: October 28, 2026

p-Toluenesulfonic acid → 4-(6-chloro-5-(2,3-difluorobenzylamino)-1,2,4-triazin-3-ylamino)-N,N-dimethylbenzamide

https://huagongshe.com/reaction/577427

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant4-Amino-N,N-dimethylbenzamideHCID 235527—
Reactant3,6-dichloro-N-(2,3-difluorobenzyl)-1,2,4-triazin-5-amineHCID 86706419—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product4-(6-chloro-5-(2,3-difluorobenzylamino)-1,2,4-triazin-3-ylamino)-N,N-dimethylbenzamideHCID 8670642053.3%

Reaction Conditions

Temperature105 °C

Reaction Steps

3,6-Dichloro-N-(2,3-difluorobenzyl)-1,2,4-triazin-5-amine (75 mg, 0.26 mmol) was dissolved in 5 mL NMP. To it was added 4-amino-N,N-dimethylbenzamide (86 mg, 0.52 mmol) and pTSA (49 mg, 0.26 mmol). The mixture was stirred at 105° C. for overnight and subjected to reverse phase preparative HPLC to isolate 4-(6-chloro-5-(2,3-difluorobenzylamino)-1,2,4-triazin-3-ylamino)-N,N-dimethylbenzamide (58 mg). MS found for C19H17ClF2N6O as (M+H)+ 419.3. UV: λ=273 nm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040530B2
Source datasetuspto-grants-2015_05
ORD IDord-f55534d8a5b7445fa700f1232739c305
Source noteuspto-grants-2015_05