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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533484Generated: October 29, 2026

p-Toluenesulfonic acid → 2-(3-acetamidophenylamino)-4-((1-methyl-1H-pyrazol-4-yl)methylamino)pyrimidine-5-carboxamide

https://huagongshe.com/reaction/533484

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactantm-AminoacetanilideHCID 7604—
Reactant2-(1H-benzo[d][1,2,3]triazol-1-yloxy)-4-((1-methyl-1H-pyrazol-4-yl)methylamino)pyrimidine-5-carboxamideHCID 66841473—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product2-(3-acetamidophenylamino)-4-((1-methyl-1H-pyrazol-4-yl)methylamino)pyrimidine-5-carboxamideHCID 4980140475.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2-(1H-benzo[d][1,2,3]triazol-1-yloxy)-4-((1-methyl-1H-pyrazol-4-yl)methylamino)pyrimidine-5-carboxamide (51 mg, 0.14 mmol) in NMP (0.8 mL) was added 3-acetamidoaniline (24 mg, 0.16 mmol) and pTsOH*H2O (27 mg, 0.14 mmol). The mixture was heated at 100° C. for 2 h, cooled to room temperature, purified by preparative HPLC to give 2-(3-acetamidophenylamino)-4-((1-methyl-1H-pyrazol-4-yl)methylamino)pyrimidine-5-carboxamide (40 mg). MS found for C18H20N8O2 as (M+H)+ 381.5. λ=242.8.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853230B2
Source datasetuspto-grants-2014_10
ORD IDord-c5268a2311a84983a0b9c6b7a1e8eb40
Source noteuspto-grants-2014_10