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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61659Generated: October 29, 2026

Potassium Carbonate → tert-butyl 5-(7-methoxy-6-(2-methoxyethoxy)-2-(3-(nicotinamido)phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate

https://huagongshe.com/reaction/61659

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromoethyl methyl etherHCID 80972—
ReactantHCID 68789688HCID 68789688—
SolventDimethylformamideHCID 6228—
Producttert-butyl 5-(7-methoxy-6-(2-methoxyethoxy)-2-(3-(nicotinamido)phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylateHCID 59361913—

Reaction Steps

To a solution of tert-butyl 5-(6-hydroxy-7-methoxy-2-(3-(nicotinamido)-phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate (0.108 g, 0.179 mmol), 1-bromo-2-methoxyethane (0.054 g, 0.389 mmol) and K2CO3 (0.052 g, 0.449 mmol) in DMF (2 mL) were heated at 85° C. for 3 h. The mixture was allowed to cool to RT and the volatiles were removed in vacuo. The residue was purified by preparative tic (SiO2, CH2Cl2/MeOH 9:1) to give tert-butyl 5-(7-methoxy-6-(2-methoxyethoxy)-2-(3-(nicotinamido)phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate. The material was taken directly on to the next step. HPLC retention time 5.802 mins.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440961B2
Source datasetuspto-grants-2016_09
ORD IDord-a078e8a886cb41199e33131df5d252f6
Source noteuspto-grants-2016_09