Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851463Generated: November 1, 2026

Aniline → HCID 57901581, compound

https://huagongshe.com/reaction/1851463

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 57901852HCID 57901852—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 57901581HCID 5790158155%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 7-{[(4-methylphenyl)sulfonyl]amino}-1H-indole-2-carboxylic acid (110 mg), aniline (38 μL), ethyldiisopropylamine (0.29 mL), 0-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (180 mg) and N,N-dimethylformamide (4 mL) was stirred at 60° C. for 7 hr. The reaction mixture was diluted with ethyl acetate, washed with aqueous sodium hydrogencarbonate solution, water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (ethyl acetate:hexane=1:1), and the obtained crystals were washed with ethyl acetate-hexane to give the title compound (75 mg, yield 55%) as colorless crystals. melting point 247-248° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957070B2
Source datasetuspto-grants-2015_02
ORD IDord-cce287e1e67d4518be276fd2efdd2773
Source noteuspto-grants-2015_02