HuagongsheHuagongshe Chemistry Print Report · For research reference only
5'-Chloro-2'-fluoro-N-[(oxan-4-yl)methyl][2,4'-bipyridin]-6-amine → HCID 178511591, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5'-Chloro-2'-fluoro-N-[(oxan-4-yl)methyl][2,4'-bipyridin]-6-amine | HCID 58127102 | — |
| Reactant | HCID 178511674 | HCID 178511674 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178511591 | HCID 178511591 | 93.1% |
Reaction Conditions
| Temperature | 110 °C |
|---|
Reaction Steps
To a solution of 5′-chloro-2′-fluoro-N-((tetrahydro-2H-pyran-4-yl)methyl)-2,4′-bipyridin-6-amine (500 mg, 1.55 mmol) in DMSO (7 mL) was added trans-1,4-diaminocyclohexane (710 mg, 6.22 mmol). The mixture was stirred at 110° C. for 19 hr. The cooled reaction mixture was diluted with water and extracted with ethyl acetate. The combined extracts were washed sequentially with water and brine, dried over sodium sulfate, filtered, and concentrated to give 600 mg of N2′-(trans-4-aminocyclohexyl)-5′-chloro-N6-((tetrahydro-2H-pyran-4-yl)methyl)-2,4′-bipyridine-2′,6-diamine. LCMS (m/z): 416.1 (MH+), retention time=0.48 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08778951B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-b85add6691fc417b82a4b769694eb99b |
| Source note | uspto-grants-2014_07 |