HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 391327Generated: October 30, 2026
Dichloromethane → 1-(5-(3-Chloro-4-cyanophenyl)pyridin-3-yl)cyclopropanecarboxylic acid
https://huagongshe.com/reaction/391327
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Chloro-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile | HCID 57926113 | — |
| Reactant | HCID 66788306 | HCID 66788306 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(5-(3-Chloro-4-cyanophenyl)pyridin-3-yl)cyclopropanecarboxylic acid | HCID 59578410 | — |
Reaction Steps
To a suspension of potassium 1-(5-bromopyridin-3-yl)cyclopropanecarboxylate (28 mg, 0.1 mmol), 2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (26 mg, 0.1 mmol), PdCl2(dppf).CH2Cl2 (4.08 mg, 5.0 μmol) in DMF (1 mL) was added 2M Na2CO3 (0.1 mL, 0.2 mmol), and the mixture was heated to 100° C. for 2 h. The mixture was concentrated and purified by silica chromatography eluting with a 0-10% MeOH-DCM gradient to give 1-(5-(3-chloro-4-cyanophenyl)pyridin-3-yl)cyclopropanecarboxylic acid. MS: (ESI) m/z 299.0, 301.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08383827B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-0450ff0bb89b4c98a0a5be9f35fd3618 |
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| Source note | uspto-grants-2013_02 |
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