Binap, (A+-)- → HCID 69732686, compound

Participants

Reaction Conditions

Reaction Steps

[5-Bromo-3-(3-chloro-benzyloxy)-pyrazin-2-yl]-carbamic acid tert-butyl ester I-3p (2.18 g, 5.3 mmol), pperazine-1-carboxylic acid tert-butyl ester (1.18 g, 6.3 mmol), sodium tert-butoxide (0.71 g, 7.4 mmol), racemic BINAP (196 mg, 315 μmol), and tris(benzylideneacetone)dipalladium (96.5 mg, 105 μmol) were placed in a vial equipped with a septum cap. The vial was evacuated and backfilled with dry nitrogen three times, and toluene (11 mL) added. The mixture was heated to 80° C. for 2 h then cooled to room temperature. Resulting suspension was transferred to a flask with CH2Cl2 and concentrated in vacuo to an amber oily solid. Purification by silica gel column (hexanes/EtOAc 7:3) gave the title compound I-3q as a yellow foam (560 mg, 25% yield).

Provenance & Evidence