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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 10803Generated: October 26, 2026

Ethanolamine → [4-Amino-2-[[4-(4-methyl-1-piperazinyl)phenyl]amino]-5-thiazolyl][4-(2-hydroxyethyl)amino-3-nitrophenyl]methanone

https://huagongshe.com/reaction/10803

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolamineHCID 700—
ReactantDiisopropylethylamineHCID 81531—
Reactant[4-Amino-2-[[4-(4-methyl-1-piperazinyl)phenyl]amino]-5-thiazolyl](4-chloro-3-nitrophenyl)methanoneHCID 10162409—
Solvent1-ButanolHCID 263—
Product[4-Amino-2-[[4-(4-methyl-1-piperazinyl)phenyl]amino]-5-thiazolyl][4-(2-hydroxyethyl)amino-3-nitrophenyl]methanoneHCID 2195893928%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of [4-amino-2-[[4-(4-methyl-1-piperazinyl)phenyl]amino]-5-thiazolyl](4-chloro-3-nitrophenyl)methanone (of Example 15; 0.25 g, 0.53 mmol), ethanolamine (0.13 mL, 2.12 mmol), N,N-diisopropylethylamine (Aldrich) (0.37 mL, 2.12 mmol) in n-butanol (10 mL) was heated at 100° C. overnight. The solvent was evaporated in vacuo and the residue was chromatographed on silica gel using MeOH/CH2Cl2 (1/9) as the eluent to afford 73 mg (28% yield) of the title compound. Mass spectrum (ES) MH+=498.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07094896B2
Source datasetuspto-grants-2006_08
ORD IDord-514f448472b6432cb9ba9c7ab9748ad1
Source noteuspto-grants-2006_08