HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1744164Generated: November 1, 2026
Sodium Carbonate → 1-(4-chloro-1,1'-biphenyl-3-yl)-N-(cyanomethyl)piperidine-2-carboxamide
https://huagongshe.com/reaction/1744164
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | 1-(5-bromo-2-chlorophenyl)-N-(cyanomethyl)piperidine-2-carboxamide | HCID 22236168 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(4-chloro-1,1'-biphenyl-3-yl)-N-(cyanomethyl)piperidine-2-carboxamide | HCID 22235908 | — |
Reaction Steps
A mixture of 1-(5-bromo-2-chlorophenyl)-N-(cyanomethyl)piperidine-2-carboxamide (125 mg, 0.35 mmol), phenylboronic acid (64 mg, 0.53 mmol), PdCl2(dppf) (29 mg, 0.035 mmol) and 2 N Na2CO3 (0.5 mL, 1.1 mmol) in DMF (3.5 mL) was degassed and then heated to 110° C. for 4 h. The mixture was cooled and partitioned between water and ethyl acetate. The aqueous layer was extracted with ethyl acetate (3×) and the combined organic layers were dried over Na2SO4 and concentrated. Purification by flash chromatography (50% Et2O/hexanes) afforded 1-(4-chloro-1,1′-biphenyl-3-yl)-N-(cyanomethyl)piperidine-2-carboxamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07012075B2 |
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| Source dataset | uspto-grants-2006_03 |
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| ORD ID | ord-0e35022499b1405f9e7fde2588006015 |
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| Source note | uspto-grants-2006_03 |
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