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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533470Generated: October 30, 2026

p-Toluenesulfonic acid → Tert-butyl 3-((2-(3-acetamidophenylamino)-5-carbamoylpyrimidin-4-ylamino)methyl)pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/533470

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactantm-AminoacetanilideHCID 7604—
Reactanttert-butyl 3-((2-(1H-benzo[d][1,2,3]triazol-1-yloxy)-5-carbamoylpyrimidin-4-ylamino)methyl)pyrrolidine-1-carboxylateHCID 66841163—
Solvent1,4-DioxaneHCID 31275—
ProductTert-butyl 3-((2-(3-acetamidophenylamino)-5-carbamoylpyrimidin-4-ylamino)methyl)pyrrolidine-1-carboxylateHCID 5809865456.5%

Reaction Steps

A mixture of tert-butyl 3-((2-(1H-benzo[d][1,2,3]triazol-1-yloxy)-5-carbamoylpyrimidin-4-ylamino)methyl)pyrrolidine-1-carboxylate (118 mg, 0.260 mmol), 3′-amino-acetanilide (47 mg, 0.31 mmol) and pTsOH (57 mg, 0.30 mmol) in dioxane (2 mL) was stirred at 100 C for 18 h, during which time white solids precipitated out, which were collected and purified by HPLC to give the titled compound (69 mg). MS 470.6 (M+H); UV 202.2, 248.6 nm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853230B2
Source datasetuspto-grants-2014_10
ORD IDord-ec689d5928984c45bb3c591648e6a764
Source noteuspto-grants-2014_10