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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1761306Generated: October 30, 2026

(4-Nitrophenyl)acetic acid → HCID 22594953, compound

https://huagongshe.com/reaction/1761306

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(4-Nitrophenyl)acetic acidHCID 4661—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
Reactant3-(4-Bromo-1-Methyl-1H-Pyrazol-3-Yl)AnilineHCID 2735391—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
SolventChloroformHCID 6212—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 22594953HCID 2259495318.1%

Reaction Steps

A mixture of 3-(3-aminophenyl)-4-bromo-1-methylpyrazole (30 mg, 0.12 mmol), 4-nitrophenylacetic acid (22 mg, 0.12 mmol), 1-hydroxybenzotriazole hydrate (16 mg, 0.12 mmol) and 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (46 mg, 0.12 mmol) were dissolved in chloroform (1.5 ml). N,N-Diisopropylethylamine (0.02 ml, 0.13 mmol) was added and the mixture stirred at room temperature for 16 h. The reaction mixture was then poured into brine and the organic layer washed with further brine, dried over magnesium sulphate and then concentrated in vacuo. The crude product was purified by column chromatography (ethyl acetate-toluene, 1:1), giving the title compound (9 mg, 18%). Rf 0.19 (ethyl acetate-toluene, 1:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06846919B2
Source datasetuspto-grants-2005_01
ORD IDord-b7449d486d3e44229fa241d3273a823e
Source noteuspto-grants-2005_01