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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1402990Generated: October 25, 2026

Dichloromethane ethylacetate → Tert-butyl 4-(2-methyl-3-oxo-3,4-dihydropyrido[2,3-b]pyrazin-8-yloxy)naphthalen-1-ylcarbamate

https://huagongshe.com/reaction/1402990

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethane ethylacetateHCID 21226138—
ReactantTert-butyl 4-(2,3-diaminopyridin-4-yloxy)naphthalen-1-ylcarbamateHCID 44186229—
SolventEthylacetate methanolHCID 21584119—
ProductTert-butyl 4-(2-methyl-3-oxo-3,4-dihydropyrido[2,3-b]pyrazin-8-yloxy)naphthalen-1-ylcarbamateHCID 46900747—

Reaction Steps

Method D2 was used with tert-butyl 4-(2,3-diaminopyridin-4-yloxy)naphthalen-1-ylcarbamate to afford a mixture of isomers. The residue was chromatographed (eluent: CH2Cl2/EtOAc: 6/1 towards 0/1 then EtOAc/MeOH:95/5) to afford at first tert-butyl 4-(2-methyl-3-oxo-3,4-dihydropyrido[2,3-b]pyrazin-8-yloxy)naphthalen-1-ylcarbamate as a slightly yellow solid (401 mg, 0.958 mmol, 35%) and then tert-butyl 4-(3-methyl-2-oxo-1,2-dihydropyrido[2,3-b]pyrazin-8-yloxy)naphthalen-1-ylcarbamate as a yellow solid (607 mg, 1.45 mmol, 53%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912191B2
Source datasetuspto-grants-2014_12
ORD IDord-a63950ae0bbb4703b922ae73847376ce
Source noteuspto-grants-2014_12