HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2234989Generated: October 30, 2026
Benzyl Bromide → 1,1-Dimethylethyl 5-[cis-3,5-dimethyl-4-(phenyl methyl)-1-piperazinyl]-2-(methyloxy)-3-pyridinecarboxylate
https://huagongshe.com/reaction/2234989
Participants
| Role | Name | HCID | Charge |
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| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,1-Dimethylethyl 5-[cis-3,5-dimethyl-1-piperazinyl]-2-(methyloxy)-3-pyridinecarboxylate | HCID 58988148 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1,1-Dimethylethyl 5-[cis-3,5-dimethyl-4-(phenyl methyl)-1-piperazinyl]-2-(methyloxy)-3-pyridinecarboxylate | HCID 58988136 | — |
Reaction Steps
A mixture of 1,1-dimethylethyl 5-[cis-3,5-dimethyl-1-piperazinyl]-2-(methyloxy)-3-pyridinecarboxylate (D24) (500 mg, 1.56 mmol), potassium carbonate (430 mg, 3.12 mmol) and benzyl bromide (266 mg, 1.56 mmol) in N,N-dimethylformamide (10 ml) was stirred at 80° C. for 4 hours. The reaction mixture was partitioned between ethyl acetate and water. The organic phase washed with water, dried and evaporated. Purification by flash chromatography eluting with 5-20% ethyl acetate in hexanes gave the title compound (D25). MS (ES+) m/e 412 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07713978B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-1e90daec7e784579a0de9945d44a2a72 |
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| Source note | uspto-grants-2010_05 |
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