Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Ethanol, 2-methoxy-, 1-(4-methylbenzenesulfonate) | HCID 86977 | — |
| Reactant | HCID 178461426 | HCID 178461426 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 178495953 | HCID 178495953 | — |
Reaction Steps
The mixture of N2′-(trans-4-aminocyclohexyl)-5′-chloro-N6-(((2R,6S)-2,6-dimethyl tetrahydro-2H-pyran-4-yl)methyl)-2,4′-bipyridine-2′,6-diamine Compound 284 (20 mg, 0.045 mmol), p-toluenesulfonic acid 2-methoxyethyl ester (14 mg, 0.06 mmol) and sodium carbonate (9.6 mg, 0.09 mmol) in 1 ml DMSO was heated in a reaction vessel at 105° C. in an oil bath for 3 h. Formation of desired product was confirmed by LCMS, MH+502/504, 0.58 min, with ˜50% conversion. Mixture was diluted with ethyl acetate, washed with water, dried over sodium sulfate, and concentrated. Crude product was purified by HPLC to give desired product as TFA salt. LCMS (m/z): 502.2/504.2, retention time=0.56 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08778951B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-fbb975dd94694a09afafc2d8741d762e |
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| Source note | uspto-grants-2014_07 |
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