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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 497978Generated: October 26, 2026

Water → 2-[[3-Methyl-1-(2-pyridinyl)-1H-pyrazol-5-yl]amino]benzoic acid

https://huagongshe.com/reaction/497978

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-Iodobenzoic acidHCID 6941—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Methyl-1-(pyridin-2-yl)-1H-pyrazol-5-amineHCID 735132—
CatalystCupric acetateHCID 8895—
SolventAcetic AcidHCID 176—
SolventDimethylformamideHCID 6228—
Product2-[[3-Methyl-1-(2-pyridinyl)-1H-pyrazol-5-yl]amino]benzoic acidHCID 2232014098%

Reaction Steps

A solution of 3-methyl-1-(2-pyridinyl)-1H-pyrazol-5-ylamine (5.23 g, 30 mmol), o-iodobenzoic acid (8.93 g, 36 mmol), copper acetate (II) (0.654 g, 3.6 mmol) and potassium carbonate (4.98 g, 36 mmol) in N,N-dimethylformamide (30 mL) was heated under reflux for 1 hour under an argon atmosphere. After the solution was cooled to room temperature, the mixture was poured into water. The solution was made weakly acidic by the addition of acetic acid, and the resulting crude crystals were collected by filtration. The crystals were washed with water and air dried to give the title compound (8.64 g, 98% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949648B2
Source datasetuspto-grants-2005_09
ORD IDord-a90140fca82f486888189d7c6f03a027
Source noteuspto-grants-2005_09