HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2198126Generated: October 27, 2026
Potassium Carbonate → 1-(4-fluorophenyl)-1H-pyrazolo[4,3-c]pyridine
https://huagongshe.com/reaction/2198126
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | trans-N,N'-dimethyl-1,2-cyclohexanediamine | HCID 2733821 | — |
| Reactant | N-[(E)-(4-bromo-3-pyridinyl)methylideneamino]-4-fluoroaniline | HCID 59278491 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Solvent | Ammonium Chloride | HCID 25517 | — |
| Product | 1-(4-fluorophenyl)-1H-pyrazolo[4,3-c]pyridine | HCID 59278357 | — |
Reaction Steps
A mixture of N-[1-(4-bromopyridin-3-yl)-meth-(E)-ylidene]-N′-(4-fluorophenyl)-hydrazine (3.0 g, 0.010 mol), CuI (97 mg, 0.51 mmol), trans-N,N′-dimethylcyclohexane-1,2-diamine (595 μL, 3.77 mmol), and K2CO3 (2.8 g, 0.020 mol) in NMP (100 mL) was warmed at 120° C. After stifling overnight, the mixture was diluted with aqueous ammonium chloride (400 mL) and the resulting solid collected by filtration. The solid was dissolved in EtOAc, and the aqueous layer was extracted with EtOAc. The combined organics layers were dried over sodium sulfate, filtered and concentrated. The crude product was purified by silica gel chromatography to afford 1-(4-fluorophenyl)-1H-pyrazolo[4,3-c]pyridine as an orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08338610B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-a20516f7294d48ceb8bc92668761bda9 |
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| Source note | uspto-grants-2012_12 |
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