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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2243311Generated: November 2, 2026

Diisopropylethylamine → n-[4-(3h-Imidazo[4,5-c]pyridin-2-yl)-9h-fluoren-9(r,s)-yl]-(1h-indol-6-ylmethyl)-amine

https://huagongshe.com/reaction/2243311

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantTetrafluoro-m-phenylenediamine dihydrochlorideHCID 149026—
Reactant1H-Indole-6-carboxaldehydeHCID 2773435—
ReactantVertellusHCID 22959485—
ReactantHCID 56594091HCID 56594091—
SolventEthanolHCID 702—
Productn-[4-(3h-Imidazo[4,5-c]pyridin-2-yl)-9h-fluoren-9(r,s)-yl]-(1h-indol-6-ylmethyl)-amineHCID 59208179—

Reaction Steps

Carry out the procedure as in Example 18, starting from 94 mg of dihydrochloride of 4-(3H-imidazo[4,5-c]pyridin-2-yl)-fluorene-9(R,S)-amine, 55 mg of 6-formyl-indole and 90 μL of diisopropylethylamine in 0.7 ml of ethanol for 2 hours at room temperature, then add 28 mg of sodium hydroborate and stir for 1 hour at room temperature. After purification on silica gel, eluting with mixtures of dichloromethane and methanol (95-5 by volume), we obtain 58 mg of N-[4-(3H-imidazo[4,5-c]pyridin-2-yl)-9H-fluoren-9(R,S)-yl]-(1H-indol-6-ylmethyl)-amine, in the form of a pale pink solid with the following characteristics:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07674795B2
Source datasetuspto-grants-2010_03
ORD IDord-3771c7a750444ab491e67c5c5d863396
Source noteuspto-grants-2010_03