Ethylenediamine → HCID 117683826, compound

Participants

Reaction Conditions

Reaction Steps

Into a mixture of tert-butyl (3R)-3-[[5-(4-chloro-1,3-benzothiazol-2-yl)-6-methoxy-2-(morpholin-4-yl)pyrimidin-4-yl]amino]piperidine-1-carboxylate (150 mg, 0.25 mmol, 1.00 equiv), ethane-1,2-diamine (48.0 mg, 0.80 mmol, 3.00 equiv), sodium 2-methylpropan-2-olate (52.0 mg, 0.54 mmol, 2.00 equiv) and o-biphenyl(t-Bu)2P (10.7 mg, 0.04 mmol, 0.12 equiv) in toluene (6.0 mL) was added tris(dibenzylideneacetone) dipalladium (30.0 mg, 0.03 mmol, 0.10 equiv) and nitrogen was bubbled in for 5 min. The resulting mixture was heated for 12 h at 90° C. in an oil bath. After removed the solvent, the residue was purified by flash chromatography on silica gel, eluting with a mixture of 10% MeOH in CH2Cl2 to give the title compound as a yellow solid. MS m/z [M+H]+ (ESI): 585.

Provenance & Evidence