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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2284694Generated: October 30, 2026

Hydrochloric Acid → (S)-2-((4-cyanophenyl)amino)-N-(3-(2-(methylamino)propanamido)phenyl)-4-(propylamino)pyrimidine-5-carboxamide

https://huagongshe.com/reaction/2284694

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(S)-tert-butyl (1-((3-(2-((4-cyanophenyl)amino)-4-(propylamino)pyrimidine-5-carboxamido)phenyl)amino)-1-oxopropan-2-yl)(methyl)carbamateHCID 90052038—
Solvent1,4-DioxaneHCID 31275—
Product(S)-2-((4-cyanophenyl)amino)-N-(3-(2-(methylamino)propanamido)phenyl)-4-(propylamino)pyrimidine-5-carboxamideHCID 90053313112.6%

Reaction Steps

To a suspension of (S)-tert-butyl (1-((3-(2-((4-cyanophenyl)amino)-4-(propylamino)pyrimidine-5-carboxamido)phenyl)amino)-1-oxopropan-2-yl)(methyl)carbamate (C8, 325 mg) in 1,4-dioxane (6 mL), a 4.0 mol/L solution of hydrochloric acid in 1,4-dioxane (6 mL) was added at room temperature, and the mixture was stirred at the same temperature for 4 hours. The solvent was evaporated under reduced pressure, ethyl acetate was added to the obtained residue, and the solid matter was taken by filtration to obtain (S)-2-((4-cyanophenyl)amino)-N-(3-(2 -(methylamino)propanamido)phenyl)-4-(propylamino)pyrimidine-5-carboxamide (E1) dihydrochloride (302 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145415B2
Source datasetuspto-grants-2015_09
ORD IDord-18156448c7b842f39a5012ebc852437f
Source noteuspto-grants-2015_09