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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533466Generated: October 26, 2026

p-Toluenesulfonic acid → 2-(3-Acetamido-4-(2-(pyrrolidin-1-yl)ethoxy)phenylamino)-4-(3-fluorobenzylamino)pyrimidine-5-carboxamide

https://huagongshe.com/reaction/533466

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantN-(5-amino-2-(2-(pyrrolidin-1-yl)ethoxy)phenyl)acetamideHCID 58098633—
Reactant2-(1H-benzo[d][1,2,3]triazol-1-yloxy)-4-(3-fluorobenzylamino)pyrimidine-5-carboxamideHCID 58098780—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product2-(3-Acetamido-4-(2-(pyrrolidin-1-yl)ethoxy)phenylamino)-4-(3-fluorobenzylamino)pyrimidine-5-carboxamideHCID 5809880060.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2-(1H-benzo[d][1,2,3]triazol-1-yloxy)-4-(3-fluorobenzylamino)pyrimidine-5-carboxamide (57 mg, 0.15 mmol) in NMP (0.6 mL) was added N-(5-amino-2-(2-(pyrrolidin-1-yl)ethoxy)phenyl)acetamide (47 mg, 0.18 mmol) and pTsOH*H2O (28 mg, 0.15 mmol). The mixture was heated at 100° C. for 2 h, cooled to room temperature, and purified by preparative HPLC to give 2-(3-acetamido-4-(2-(pyrrolidin-1-yl)ethoxy)phenylamino)-4-(3-fluorobenzylamino)pyrimidine-5-carboxamide (46 mg). MS found for C26H30FN7O3 as (M+H)+ 508.5. λ 248.5.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853230B2
Source datasetuspto-grants-2014_10
ORD IDord-03b9893769d24aac95e5043d6aa9efe9
Source noteuspto-grants-2014_10