Sulfuric acid magnesium salt (1:1) → HCID 58291881, compound

Participants

Reaction Conditions

Reaction Steps

1-(2-oxo-ethyl)-4-(4-pyrazol-1-yl-benzenesulfonylamino)-cyclohexanecarboxylic acid ethyl ester (Intermediate 114, 40 mg, 0.095 mmol) and (R)-1-phenylethanamine (0.036 ml, 0.286 mmol) were dissolved in DCE (2 ml). MgSO4 was added (20-30 mg) followed by NaBH(OAc)3 (60.6 mg, 0.286 mmol). The reaction mixture was stirred overnight at room tempereature, then further DCE was added, and the reaction mixture was heated at 50° C. overnight. The reaction mixture was concentrated in vacuo, and the crude material taken up in DCM, and washed with water (×2). The organic layer was concentrated in vacuo, and the resultan crude oil was purified via normal phase chromatography using biotage SP1, with 25+S column, using a calculated gradient from TLC of 50% EtOAc in heptane to yield the title compound as a white solid (29 mg, 64%) as a mixture of 95% “trans” (as shown above): 5% “cis”. MS MH+ 479.1

Provenance & Evidence