HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732430Generated: November 1, 2026
Cesium carbonate → HCID 68814982, compound
https://huagongshe.com/reaction/732430
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | 2-Butanamine, (S)- | HCID 6713753 | — |
| Reactant | HCID 86615007 | HCID 86615007 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 68814982 | HCID 68814982 | 51% |
Reaction Steps
Add toluene (20 mL), 2-chloro-6-dimethylsulfamoyl-isonicotinic acid methyl ester (2.49 g, 8.93 mmol), palladium acetate (0.201 g, 0.893 mmol), racemic 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (0.556 g, 0.893 mmol) and cesium carbonate (4.36 g, 13.4 mmol) to a sealed vessel flushed with nitrogen. Slowly add (S)-sec-butylamine (1.36 mL, 13.4 mmol) to the mixture. Heat and stir the sealed vessel at 90° C. overnight. Cool to room temperature, filter through a pad of filtering agent, concentrate and purify (silica gel chromatography, eluting with 20:80 to 30:70 ethyl acetate:hexanes) to give the title compound (1.43 g, 51%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07585885B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-9f94c37a12ae4ba2aad201c31abf6a0f |
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| Source note | uspto-grants-2009_09 |
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