Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Ethanol, 2-methoxy-, 1-(4-methylbenzenesulfonate) | HCID 86977 | — |
| Reactant | HCID 178511604 | HCID 178511604 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 178495954 | HCID 178495954 | 11.3% |
Reaction Steps
To a mixture of N2′-(trans-4-aminocyclohexyl)-3-bromo-5′-chloro-N6-((tetrahydro-2H-pyran-4-yl)methyl)-2,4′-bipyridine-2′,6-diamine (30 mg, 0.061 mmol) and sodium carbonate (19 mg, 0.18 mmol) in DMSO (0.6 ml) was added p-toluenesulfonic acid 2-methoxyethyl ester (21 mg, 0.091 mmol). The mixture was stirred at 85° C. for 20 hr in a sealed microwave vial. The cooled reaction mixture was filtered. The filtrate was concentrated and the resulting residue was purified by reverse phase HPLC and lyophilized to give 3.8 mg of 3-bromo-5′-chloro-N2′-(trans-4-(2-methoxyethylamino)cyclohexyl)-N6-((tetrahydro-2H-pyran-4-yl)methyl)-2,4′-bipyridine-2′,6-diamine as its TFA salt. LCMS (m/z): 554.1 (MH+), retention time=0.61 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08415381B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-f005cd14d1b247beaed36884258d9326 |
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| Source note | uspto-grants-2013_04 |
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