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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2264569Generated: October 31, 2026

Ethyl Acetate → 6-(6-Methylamino-pyrimidin-4-yloxy)-3,4-dihydro-2H-quinoline-1-carboxylic acid (4-tert.butyl-phenyl)-amide

https://huagongshe.com/reaction/2264569

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant1-Tert-butyl-4-isocyanatobenzeneHCID 2735695—
ReactantEthyl acetate hexaneHCID 21226206—
Reactant6-Methylamino-4-(1,2,3,4-tetrahydro-quinolin-6-yloxy)-pyrimidineHCID 67531175—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product6-(6-Methylamino-pyrimidin-4-yloxy)-3,4-dihydro-2H-quinoline-1-carboxylic acid (4-tert.butyl-phenyl)-amideHCID 11711699—

Reaction Steps

A solution of 90 mg (0.35 mMol) of 6-methylamino-4-(1,2,3,4-tetrahydro-quinolin-6-yloxy)-pyrimidine (Step 3.2) in 2 ml of THF and a solution of 63.3 mg (97%; 0-35 mMol) of 4-tert.butyl-phenyl-isocyanate in 4 ml ether are mixed and stirred for 30 min. After concentration of the reaction mixture, a chromatography (Combi Flash; hexane/EtOAc 1:2→EtOAc) gives the title compound: m.p.: 175-176° C.; MS: [M+1]+=432; Anal.: C,H,N.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07855215B2
Source datasetuspto-grants-2010_12
ORD IDord-d997dc7e4d0a439d809d3f59bd8cfa9e
Source noteuspto-grants-2010_12