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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1808534Generated: October 26, 2026

Nitrogen → tert-Butyl 5-(2-(3-hydroxyphenyl)-7-methoxy-6-(2-methoxyethoxy)quinazolin-4-ylamino)-1H-indazole-1-carboxylate

https://huagongshe.com/reaction/1808534

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
Reactanttert-butyl 5-(2-(3-(benzyloxy)phenyl)-7-methoxy-6-(2-methoxyethoxy)quinazolin-4-ylamino)-1H-indazole-1-carboxylateHCID 59361896—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Solvent1,2-DimethoxyethaneHCID 8071—
Producttert-Butyl 5-(2-(3-hydroxyphenyl)-7-methoxy-6-(2-methoxyethoxy)quinazolin-4-ylamino)-1H-indazole-1-carboxylateHCID 5936197097%

Reaction Steps

A suspension of tert-butyl 5-(2-(3-(benzyloxy)phenyl)-7-methoxy-6-(2-methoxyethoxy)quinazolin-4-ylamino)-1H-indazole-1-carboxylate (2.70 g, 4.17 mmol) in MeOH (400 mL) and DME (200 mL) was added Pd/C (10%, wet, 0.500 g) under an atmosphere of N2. The N2 was exchanged for H2 and the mixture was stirred under an atmosphere of H2 (balloon pressure) overnight. The mixture was filtered through a pad of Celite® and the filtrate was concentrated in vacuo to give tert-Butyl 5-(2-(3-hydroxyphenyl)-7-methoxy-6-(2-methoxyethoxy)quinazolin-4-ylamino)-1H-indazole-1-carboxylate (2.25 g, 4.04 mmol, 97%). MS 558 (M+1). HPLC retention time 6.44 mins.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08357693B2
Source datasetuspto-grants-2013_01
ORD IDord-62541d0f0cb64018a4f209884d1fa132
Source noteuspto-grants-2013_01