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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 418769Generated: October 25, 2026

Potassium Carbonate → Methyl 3-(4-amino-1H-indazol-1-yl)benzoate

https://huagongshe.com/reaction/418769

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 3-iodobenzoateHCID 69258—
ReactantNoName_3327HCID 413085—
Reactanttrans-N,N'-dimethyl-1,2-cyclohexanediamineHCID 2733821—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethylformamideHCID 6228—
ProductMethyl 3-(4-amino-1H-indazol-1-yl)benzoateHCID 5761592520.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

1H-Indazol-4-amine (81 mg, 0.61 mmol) and methyl 3-iodobenzoate (160 mg, 0.61 mmol) were dissolved in DMF (1 mL) in a microwave tube. Copper (I) iodide (23 mg, 0.12 mmol), trans-N,N′-dimethyl-1,2-cyclohexanediamine (34 mg, 0.24 mmol) and potassium carbonate (169 mg, 1.22 mmol) were added and the mixture heated by microwave (250 W) at 100° C. for 20 minutes. The mixture was filtered through a cartridge, washing with DCM (5 mL) and the filtrate was evaporated to dryness and purified by mass-directed autopreparation. The appropriate fractions were evaporated, dissolved in DCM (10 mL), washed with aqueous sodium bicarbonate, and evaporated to give the title compound (32.7 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093281B2
Source datasetuspto-grants-2012_01
ORD IDord-49835de71d8e4a398c0073584e70f4e4
Source noteuspto-grants-2012_01