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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2235466Generated: November 3, 2026

Diisopropylethylamine → N-(7,7-Dimethyl-6-oxo-5-pentyl-1,5,6,7-tetrahydro-imidazo[4,5-f]indol-2-yl)-2-trifluoromethoxy-benzamide

https://huagongshe.com/reaction/2235466

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant2-(Trifluoromethoxy)benzoic acidHCID 2777223—
Reactant2-Amino-7,7-dimethyl-5-pentyl-5,7-dihydro-1H-imidazo[4,5-f]indol-6-oneHCID 59300824—
SolventTetrahydrofuranHCID 8028—
ProductN-(7,7-Dimethyl-6-oxo-5-pentyl-1,5,6,7-tetrahydro-imidazo[4,5-f]indol-2-yl)-2-trifluoromethoxy-benzamideHCID 5930087052.3%

Reaction Steps

To a solution of D5 (849 mg), TBTU (987 mg; 3.07 mmol) and DIPEA (1 ml) in THF (25 ml) is added drop-wise a solution of 2-trifluoromethoxy-benzoic acid (737 mg; 3.58 mmol) in THF (5 ml) at 0° C. over a period of 15 min. The reaction mixture is warmed to RT and stirred for 20 h. After completion of the reaction the solution is filtered over Alox B and concentrated in vacuo. Purification by flash chromatography on silica gel eluting with cyclohexane/EtOAc yield the desired compound (736 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07714010B2
Source datasetuspto-grants-2010_05
ORD IDord-310927259a32447fbb0c7b502f477e2e
Source noteuspto-grants-2010_05