Reaction #3137705
Related Literature (1)
openreactiondata ↗doi:10.6084/m9.figshare.5104873.v1; patent:US08076358B2
Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 3-[2-Amino-7-fluoro-3-(tetrahydro-pyran-4-ylmethyl)-quinolin-6-ylsulfanyl]-benzaldehyde (40 mg, 0.1 mmol) was dissolved in methanol (1 mL), and then 2-ethoxybenzyl amine (60 μL, 0.38 mmol) was added. The resulting mixture was subjected to μW @ 300W, 130° C. for 12 min. NaBH4 (50 mg, 1.3 mmol) was then added portionwise over 1.5 h. The solvent was removed to yield a residue, to which was added 0.1 N NaOH (5 mL). The resulting mixture was extracted with chloroform (3×). The organic layers were combined and dried with MgSO4 and filtered. The solvent was removed to yield a second residue which was purified on silica gel (2-10% MeOH/dichloromethane) to yield the title compound as a residue. The solvent was removed to yield a residue The resulting mixture was extracted with chloroform (3×) dried with MgSO4 filtered The solvent was removed to yield a second residue which was purified on silica gel (2-10% MeOH/dichloromethane)
Source ID: ord-dbb16b53c39d4a3a9b15a906ca76c669