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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61552Generated: October 29, 2026

1-Isopropylpiperazine → tert-butyl 5-(2-(3-(3-(4-isopropylpiperazin-1-yl)propanamido)phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate

https://huagongshe.com/reaction/61552

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-IsopropylpiperazineHCID 78013—
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-butyl 5-(2-(3-(2-chloroacetamido)phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylateHCID 56949464—
SolventDimethylformamideHCID 6228—
Producttert-butyl 5-(2-(3-(3-(4-isopropylpiperazin-1-yl)propanamido)phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylateHCID 59361908—

Reaction Conditions

Temperature75 °C

Reaction Steps

A suspension of tert-butyl 5-(2-(3-(2-chloroacetamido)phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate (112 mg, 0.223 mmol), 1-isopropylpiperazine (52 mg, 0.406 mmol), DIEA (51 mg, 0.402 mmol) in DMF (2 mL) was stirred at 75° C. for 4 h. The reaction mixture was cooled to RT and the residue was poured into ice-water. The resulting white solid was filtered and dried for several hours under high vacuum. The crude product was purified by prep TLC using CH2Cl2: MeOH, (9:1) as the mobile phase to afford tert-butyl 5-(2-(3-(3-(4-isopropylpiperazin-1-yl)propanamido)phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate. (60 mg, 0.094 mmol, 42%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440961B2
Source datasetuspto-grants-2016_09
ORD IDord-37014d777d8440a7be659c1b839d18bb
Source noteuspto-grants-2016_09