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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2112119Generated: October 25, 2026

1,1'-Carbonyldiimidazole → 1h-Indazole-6-carboxamide,5-(4-fluorophenoxy)-1-(2-methylpropyl)-n-[2-[(phenylmethyl)amino]ethyl]-

https://huagongshe.com/reaction/2112119

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantN-BenzylethylenediamineHCID 77801—
Reactant1h-Indazole-6-carboxamide,5-(4-fluorophenoxy)-1-(2-methylpropyl)-HCID 57418739—
SolventTetrahydrofuranHCID 8028—
Product1h-Indazole-6-carboxamide,5-(4-fluorophenoxy)-1-(2-methylpropyl)-n-[2-[(phenylmethyl)amino]ethyl]-HCID 42611124100%

Reaction Steps

A solution of 5-(4-fluorophenoxy)-1-isobutyl-1H-indazole-6-carboxylic acid (compound 10g, prepared as described in Example 46) in THF was treated with carbonyldiimidazole (1.2 equivalents) at room temperature under nitrogen atmosphere. After stirring at for 18 hours, the reaction was treated with N1-benzyl-ethane-1,2-diamine (1 equivalent). After an additional 18 hours, the solvent was allowed to slowly evaporate and the residue was purified in a Sep Pak cartridge eluting with a gradient of 100% CH2Cl2 to MeOH/CH2Cl2 to provide compound 11g-5 as an oil in 100% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07521447B2
Source datasetuspto-grants-2009_04
ORD IDord-0399b0e353a64ec9a46076750a9ea1d6
Source noteuspto-grants-2009_04