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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 909129Generated: 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/909129

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 numberUS08017641B2
Source datasetuspto-grants-2011_09
ORD IDord-225e60cdb1a641b094ff59e2c902ced5
Source noteuspto-grants-2011_09