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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 855417Generated: October 28, 2026

1H-Indole-7-carboxylic acid → HCID 86603102, compound

https://huagongshe.com/reaction/855417

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-Indole-7-carboxylic acidHCID 74281—
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
ReactantHCID 3249029HCID 3249029—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 86603102HCID 8660310288.9%

Reaction Steps

To a solution of 81 mg of 1H-indole-7-carboxylic acid (0.5 mmol) and 161 mg of TBTU (0.5 mmol) in 10 ml DMF, were added 0.43 ml (2.5 mmol) of N,N-diisopropylethyl amine. After stirring for 5 min at rt, 168 mg (0.5 mmol) of (4-tert-butyl-benzyl)-[2-(2,4-dichloro-phenyl)-ethyl]-amine were added. After stirring for 3 h at rt, the reaction mixture was diluted with 50 ml water and extracted twice with EtOAc. 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; heptane/EtOAc 2:1) to give 213 mg (87%) of a light yellow oil. MS(ISP) 479.4 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07259183B2
Source datasetuspto-grants-2007_08
ORD IDord-9fcf09b9fe174d1d8b910e03f1dc9de5
Source noteuspto-grants-2007_08