HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732418Generated: November 2, 2026
Cesium carbonate → HCID 68816237, compound
https://huagongshe.com/reaction/732418
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | 2-Butanamine, (S)- | HCID 6713753 | — |
| Reactant | HCID 86615002 | HCID 86615002 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 68816237 | HCID 68816237 | 81% |
Reaction Steps
Add 2-chloro-6-propanesulfonyl-isonicotinic acid methyl ester (2.70 g, 9.71 mmol), toluene (40 mL), palladium acetate (218 mg, 0.97 mmol), racemic 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (605 mg, 0.97 mmol), cesium carbonate (4.75 g, 14.6 mmol), and (S)-sec-butylamine (1.46 mL, 14.6 mmol) to a sealed vessel flushed with nitrogen. 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 (2.47 g, 81%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07585885B2 |
|---|
| Source dataset | uspto-grants-2009_09 |
|---|
| ORD ID | ord-c2d1f63fb9974e1d8bb904781c7ca6f6 |
|---|
| Source note | uspto-grants-2009_09 |
|---|