HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2283343Generated: November 2, 2026
1,2-Dimethoxyethane → N,N-diallyl-4-(3-(5-chloro-6-methoxypyridin-3-yl)phenylsulfonamido)pyridine-3-sulfonamide
https://huagongshe.com/reaction/2283343
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (5-Chloro-6-methoxypyridin-3-yl)boronic acid | HCID 24901777 | — |
| Reactant | N,N-diallyl-4-(3-bromophenylsulfonamido)pyridine-3-sulfonamide | HCID 57750923 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Product | N,N-diallyl-4-(3-(5-chloro-6-methoxypyridin-3-yl)phenylsulfonamido)pyridine-3-sulfonamide | HCID 57750978 | 58% |
Reaction Steps
A mixture of N,N-diallyl-4-(3-bromophenylsulfonamido)pyridine-3-sulfonamide (0.29 g, 0.62 mmol), 5-chloro-6-methoxypyridin-3-ylboronic acid (0.15 g, 0.81 mmol), (1,1′-bis(diphenylphosphino)ferrocene)-dichloropalladium(II) (0.026 g, 0.030 mmol), cesium carbonate (0.30 g, 0.93 mmol), 1,2-dimethoxyethane (4.5 mL) and water (0.5 mL) under an atmosphere of argon was heated at 100° C. for 15 min in a microwave reactor. The reaction mixture was partitioned between ethyl acetate and diluted hydrochloric acid, the organic phase was dried over magnesium sulfate and the solvent was evaporated. Purification by column chromatography, using chloroform/methanol (98:2) as the eluent, gave the title compound in 58% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09145380B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-fdc6b04dd0de4f7baf7ddd51aadebe30 |
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| Source note | uspto-grants-2015_09 |
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