Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Morpholine-4-sulfonyl chloride | HCID 12798265 | — |
| Reactant | 3-[6'-Methyl-4'-(4-trifluoromethyl-phenyl)-[2,2']bipyridinyl-6-yl]-phenylamine | HCID 24760587 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86615469 | HCID 86615469 | 13% |
Reaction Steps
To a stirred solution of 3-[6′-methyl-4′-(4-trifluoromethyl-phenyl)-[2,2′]bipyridinyl-6-yl]-phenylamine (example 327) (0.200 g, 0.5 mmol) and triethyl amine (0.21 mL, 1.5 mmol) in dichloromethane (5 mL) was added commercially available morpholine-4-sulfonyl chloride (0.101 mg, 0.55 mmol) and the mixture was stirred at 23° C. for 30 min. Diluted with DCM, washed with sat. NaHCO3-sol. and water, dried the organic layer over Na2SO4. Removal of the solvent in vacuum left a crude product which was purified by silica gel column chromatography with heptane/EtOAc, followed by trituration with heptane/diethyl ether to give the title compound as an off-white solid (0.035 g, 13%). MS (ISP) 555.2 [(M+H)+]; mp 191° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07642264B2 |
|---|
| Source dataset | uspto-grants-2010_01 |
|---|
| ORD ID | ord-e5079fc51a374d3b85c35293ee9b4e8e |
|---|
| Source note | uspto-grants-2010_01 |
|---|