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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68327Generated: October 29, 2026

Ethylmorpholine → N-((tetrahydro-2H-pyran-4-yl)methyl)-2-((1-(4-(trifluoromethyl)benzyl)-3-((((4-(trifluoromethyl)benzyl)oxy)imino)methyl)-1H-indol-5-yl)oxy)acetamide

https://huagongshe.com/reaction/68327

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylmorpholineHCID 7525—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant(Oxan-4-yl)methanamine hydrochlorideHCID 44118690—
ReactantHCID 76528216HCID 76528216—
SolventDimethylformamideHCID 6228—
ProductN-((tetrahydro-2H-pyran-4-yl)methyl)-2-((1-(4-(trifluoromethyl)benzyl)-3-((((4-(trifluoromethyl)benzyl)oxy)imino)methyl)-1H-indol-5-yl)oxy)acetamideHCID 7652844668%

Reaction Steps

To a solution of compound prepared in example 8 (250 mg, 0.454 mmoles) in DMF (2 mL), (tetrahydro-2H-pyran-4-yl)methanamine hydrochloride (83 mg, 0.545 mmoles), HOBT (Catalyst), EDC.HCl (130 mg, 0.681 mmoles) and N-ethyl morpholine (0.173 ml, 1.362 mmoles) were added and the reaction mixture was srirred at 25° C. for 5 hours under nitrogen atmosphere. The reaction mixture was poured into ice cold water and extracted with ethyl acetate. The combined ethyl acetate extract was washed with water & brine, dried over sodium sulphate and evaporated under reduced pressure. The crude product was purified by column chromatography to yield 200 mg (68%) of product as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822414B2
Source datasetuspto-grants-2014_09
ORD IDord-75460e64c3064df2b069acc18a7b9421
Source noteuspto-grants-2014_09