HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Methyl 4-(4-methylpiperazin-1-yl)-3-nitrobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | Methyl 4-fluoro-3-nitrobenzoate | HCID 5219721 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 4-(4-methylpiperazin-1-yl)-3-nitrobenzoate | HCID 2904229 | 99.9% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 4-fluoro-3-nitro-benzoic acid methyl ester (10 g, 50.2 mmol), K2CO3 (7 g, 50.2 mmol) and 1-methyl-piperazine (11.2 mL, 100.4 mmol, 2 eq.) in 200 mL of N,N-dimethylformamide was stirred at 100° C. for 1 h. The solvent was then evaporated, the residue taken-up with water, extracted with ethyl acetate, dried over sodium sulphate and evaporated to dryness. The crude was purified by flash chromatography on silica gel, using a mixture dichloromethane-MeOH 9:1 as eluant, affording 14 g of the title compound as orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09012487B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-cc32aa258af042b9ad6dbfa8a1833654 |
| Source note | uspto-grants-2015_04 |