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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533480Generated: October 29, 2026

p-Toluenesulfonic acid → (S)-4-(benzylamino)-2-(3-(1-methylpyrrolidine-2-carboxamido)phenylamino)pyrimidine-5-carboxamide

https://huagongshe.com/reaction/533480

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantHCID 58098798HCID 58098798—
Reactant2-(1h-Benzo[d][1,2,3]triazol-1-yloxy)-4-(benzylamino)pyrimidine-5-carboxamideHCID 66841518—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product(S)-4-(benzylamino)-2-(3-(1-methylpyrrolidine-2-carboxamido)phenylamino)pyrimidine-5-carboxamideHCID 5809890677%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2-(1H-benzo[d][1,2,3]triazol-1-yloxy)-4-(benzylamino)pyrimidine-5-carboxamide (50 mg, 0.14 mmol) in NMP (1 mL) was added (S)—N-(3-aminophenyl)-1-methylpyrrolidine-2-carboxamide (33 mg, 0.152 mmol) and pTsOH*H2O (60 mg, 0.28 mmol). The mixture was heated at 100° C. for 2 h, cooled to room temperature, and purified by preparative HPLC to give of (S)-4-(benzylamino)-2-(3-(1-methylpyrrolidine-2-carboxamido)phenylamino)pyrimidine-5-carboxamide (48 mg). MS found for C24H27N7O2 as (M+H)+ 446.5. λ=247.5.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853230B2
Source datasetuspto-grants-2014_10
ORD IDord-e02342db53c24f2d9965db098b2534e9
Source noteuspto-grants-2014_10