HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1622250Generated: November 1, 2026
Dichloromethane → 5-Ethyl-2-{4-[5-(4-methanesulfonyl-phenyl)-2,3-dihydro-benzofuran-2-yl]-piperidin-1-yl}-pyrimidine
https://huagongshe.com/reaction/1622250
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Chloro-5-ethylpyrimidine | HCID 3572763 | — |
| Reactant | 4-[5-(4-Methanesulfonylphenyl)-2,3-dihydrobenzofuran-2-yl]piperidine | HCID 67973289 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Ethyl-2-{4-[5-(4-methanesulfonyl-phenyl)-2,3-dihydro-benzofuran-2-yl]-piperidin-1-yl}-pyrimidine | HCID 71208367 | — |
Reaction Steps
Ethyldiisopropylamine (50 μL) and 2-chloro-5-ethylpyrimidine (17 μL) are added to a solution of 4-[5-(4-methanesulfonyl-phenyl)-2,3-dihydro-benzofuran-2-yl]-piperidine (50 mg) in N,N-dimethylformamide (1 mL) and the reaction mixture is stirred at 120° C. for 2 h. After cooling to room temperature over night, dichloromethane and water are added. The aqueous phase is separated and extracted with dichloromethane. The combined organic phases are washed with water, 10% NH4Cl solution, and brine, and dried over MgSO4. The solvent is evaporated and the residue is triturated with diethyl ether to give the title compound. LC (method 4): tR=1.26 min; Mass spectrum (ESI+): m/z=464 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08778926B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-22183141dbed4968973ad7e52068ff5b |
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| Source note | uspto-grants-2014_07 |
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