HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 1-[3-(Ethyloxy)-4-nitrophenyl]-4-[1-(2-fluoroethyl)-4-piperidinyl]piperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Ethane, 1-fluoro-2-iodo- | HCID 69804 | — |
| Reactant | 1-[3-(Ethyloxy)-4-nitrophenyl]-4-(4-piperidinyl)piperazine | HCID 59452888 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-[3-(Ethyloxy)-4-nitrophenyl]-4-[1-(2-fluoroethyl)-4-piperidinyl]piperazine | HCID 59452655 | 65.1% |
Reaction Steps
To a stirred solution of 1-[3-(ethyloxy)-4-nitrophenyl]-4-(4-piperidinyl)piperazine (0.28 g, 0.83 mmol) and 1-iodo-2-fluoroethane (0.29 g, 1.67 mmol) in acetonitrile (17 mL) was added Na2CO3 (0.106 g, 1.0 mmol). The reaction was stirred under N2 and heated to reflux for 4 h. The temperature was lowered to 75° C. and the reaction was stirred overnight (approximately 16 h). The reaction was cooled to rt and then concentrated under vacuum. The residue was purified by silica gel chromatography to give the title compound of step B (206 mg, 0.54 mmol, 65%) as a yellow solid. MS (ESI): 381 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08093239B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-cc8a9d14ae4e4715a3e4ef22479c25b2 |
| Source note | uspto-grants-2012_01 |