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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 855403Generated: October 28, 2026

Diisopropylethylamine → HCID 86603093, compound

https://huagongshe.com/reaction/855403

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant(4-Tert-butyl-benzyl)-[2-(3-fluoro-5-trifluoromethyl-phenyl)-ethyl]-amineHCID 58568402—
Reactant5-chloro-1H-indole-7-carboxylic acidHCID 66868563—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 86603093HCID 8660309375%

Reaction Steps

To a solution of 103 mg (0.53 mmol) of 5-chloro-1H-indole-7-carboxylic acid and 169 mg of TBTU (0.53 mmol) in 6 ml DMF, were added 0.45 ml (2.63 mmol) of N,N-diisopropylethyl amine. After stirring for 5 min at rt, 200 mg (0.57 mmol) of (4-tert-butyl-benzyl)-[2-(3-fluoro-5-trifluoromethyl-phenyl)-ethyl]-amine in 2 ml DMF were added. After stirring for 3 h at rt, the reaction mixture was diluted with 80 ml water and extracted with EtOAc (2×). The combined organic phases were washed with water and brine, dried with magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography (40 g silica gel; DCM/heptane 9:1) to give 211 mg white solid (70%). MS (EI) 530.2 (M)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07259183B2
Source datasetuspto-grants-2007_08
ORD IDord-c362b241839f4850a47eaadbdf6bd320
Source noteuspto-grants-2007_08