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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 3-iodobenzoate | HCID 69258 | — |
| Reactant | NoName_3327 | HCID 413085 | — |
| Reactant | trans-N,N'-dimethyl-1,2-cyclohexanediamine | HCID 2733821 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 3-(4-amino-1H-indazol-1-yl)benzoate | HCID 57615925 | 20.1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08093281B2 |
|---|
| Source dataset | uspto-grants-2012_01 |
|---|
| ORD ID | ord-49835de71d8e4a398c0073584e70f4e4 |
|---|
| Source note | uspto-grants-2012_01 |
|---|