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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61612Generated: October 29, 2026

Water → HCID 59361993, compound

https://huagongshe.com/reaction/61612

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1-Bromo-2-ChloroethaneHCID 7849—
ReactantPotassium CarbonateHCID 11430—
Reactanttert-butyl 5-(2-(3-fluoro-4-(phenyl)phenyl)-6-hydroxy-7-methoxyquinazolin-4-ylamino)-1H-indazole-1-carboxylateHCID 59361974—
SolventDimethylformamideHCID 6228—
ProductHCID 59361993HCID 5936199355%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of tert-butyl 5-(2-(3-fluoro-4-(phenyl)phenyl)-6-hydroxy-7-methoxyquinazolin-4-ylamino)-1H-indazole-1-carboxylate (0.61 g, 1.06 mmol), 1-bromo-2-chloro ethane (0.475 g, 3.31 mmol) and K2CO3 (0.533 g, 3.86 mmol) in DMF (5 mL) was heated at 85° C. for 2.5 h. the mixture was allowed to cool to RT upon which, it was poured into water. A solid separated out which was collected via filtration and dried under vacuum. The residue was purified via preparative TLC (SiO2, CH2Cl2:MeOH 9:1) to give the desired compound tert-butyl 5-(6-(2-chloroethoxy)-2-(3-fluoro-4-(phenyl)phenyl)-7-methoxyquinazolin-4-ylamino)-1H-indazole-1-carboxylate (0.37 g, 0.578 mmol, 55%). MS 640.3 (M+1 Cl isotope pattern).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440961B2
Source datasetuspto-grants-2016_09
ORD IDord-5a76d467f0e04e88bdf3aa59c443807c
Source noteuspto-grants-2016_09