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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 492251Generated: November 1, 2026

4-Aminobenzyl alcohol → HCID 69055850, compound

https://huagongshe.com/reaction/492251

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Aminobenzyl alcoholHCID 69331—
ReactantDiisopropylethylamineHCID 81531—
Reactant5-Hydroxyindole-2-carboxylic acidHCID 88958—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 69055850HCID 69055850—

Reaction Steps

Diisopropylethylamine (673 μL) was added to a DMF solution (2.0 mL) of 5-hydroxyindole-2-carboxylic acid (516 mg), 4-amino-benzyl alcohol (262 mg) and HATU (734 mg), and stirred at room temperature for 2.5 hours. The reaction liquid was diluted with ethyl acetate, and the organic layer was washed with aqueous saturated sodium hydrogencarbonate solution and saturated saline water. The organic layer was dried with anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was diluted with diethyl ether and the resulting crystal was taken out through filtration to obtain 5-(benzyloxy)-N-[4-(hydroxymethyl)phenyl]-1H-indole-2-carboxamide (541 mg) as a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07531668B2
Source datasetuspto-grants-2009_05
ORD IDord-91bbd5eca8cf4404bea7c50ea0c9892f
Source noteuspto-grants-2009_05