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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1406916Generated: November 1, 2026

Diisopropylethylamine → tert-butyl 5-(2-(3-(piperidine-4-carboxamido)phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate

https://huagongshe.com/reaction/1406916

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acidHCID 392871—
ReactantPyBOPHCID 2724699—
Reactanttert-butyl 5-(2-(3-aminophenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylateHCID 66825994—
SolventDichloromethaneHCID 6344—
Producttert-butyl 5-(2-(3-(piperidine-4-carboxamido)phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylateHCID 59361889—

Reaction Steps

A suspension of tert-butyl 5-(2-(3-aminophenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate (126 mg, 0.278 mmol), 1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid (79 mg, 0.347 mmol), PyBOP® (212 mg, 0.455 mmol) and DIEA (250 μL, 1.43 mmol) in CH2Cl2 (10 mL) was stirred at RT for 72 h. Reaction mixture was diluted with more CH2Cl2 (50 mL) and extracted with H2O (3×). Organic layer was dried under Na2SO4 and concentrated in vacu. Crude product was purified by prep TLC to give the desired product tert-butyl 5-(2-(3-(piperidine-4-carboxamido)phenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916576B2
Source datasetuspto-grants-2014_12
ORD IDord-e8c5f827b1d1437eb4ed03e54de18db6
Source noteuspto-grants-2014_12