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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2068896Generated: October 31, 2026

Tetrabutylammonium Fluoride → HCID 136127371, compound

https://huagongshe.com/reaction/2068896

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 58550127HCID 58550127—
SolventDimethylformamideHCID 6228—
ProductHCID 136127371HCID 13612737116%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of N-(2-{6-hydroxymethyl-6-methyl-1-[2-(trimethylsilyl)ethoxymethyl]-4,5,6,7-tetrahydro-1H-indazol-3-yl}-1-[2-(trimethylsilyl)ethoxymethyl]-1H-indol-6-yl)-N-methyl-2-(2-oxopiperidin-1-yl)acetamide (63 mg, 0.09 mmol) in N,N-dimethylformamide (1.5 ml) was added to tetrabutylammonium fluoride (0.6 ml, 0.6 mmol) concentrated in advance under reduced pressure. Ethylenediamine (0.2 ml) was added, and the mixture was stirred with heating at 80° C. overnight. After cooling, water and ethyl acetate were added, and the organic layer was separated. Then, the organic layer was washed successively with water and saturated brine, and dried over sodium sulfate. Sodium sulfate was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by thin layer silica gel chromatography to give the title compound (5.5 mg, yield 16%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299070B2
Source datasetuspto-grants-2012_10
ORD IDord-af087fc56a6a4c11a66807ab38a66c45
Source noteuspto-grants-2012_10