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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 855344Generated: October 29, 2026

1H-Indole-7-carboxylic acid → HCID 69513484, compound

https://huagongshe.com/reaction/855344

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-Indole-7-carboxylic acidHCID 74281—
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
ReactantHCID 69342909HCID 69342909—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 69513484HCID 6951348465.5%

Reaction Steps

To a solution of 48 mg (0.3 mmol) of 1H-indole-7-carboxylic acid and 96 mg of TBTU (0.3 mmol) in 4 ml DMF, were added 0.26 ml (1.5 mmol) of N,N-diisopropylethyl amine. After stirring for 5 min at rt, 90 mg (0.3 mmol) of [rac]-(4-tert-butyl-benzyl)-[3-(5-methyl-furan-2-yl)-butyl]-amine in 1 ml DMF were added. After stirring for 2 h at rt, the reaction mixture was diluted with 50 ml water and extracted with 2×50 ml EtOAc. The combined organic phases were washed with water and brine, dried with magnesium sulfate, filtered and concentrated in vacuo. The orange residue was purified by column chromatography (8 g silica gel; heptane/EtOAc 6:1) to give 87 mg (63%) of a colorless viscous oil. MS (ISP) 443.5 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07259183B2
Source datasetuspto-grants-2007_08
ORD IDord-c2125880dc1c4ea0b025929e1c7439d6
Source noteuspto-grants-2007_08