Tert-Butylamine → HCID 89782287, compound

Participants

Reaction Conditions

Reaction Steps

A glass microwave reaction vessel was charged with 8-bromo-3-(2-(methylsulfonyl)ethyl)quinazoline-2,4(1H,3H)-dione (200 mg, 0.576 mmol) and (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (382 mg, 0.864 mmol, Sigma Aldrich) in DMF (2 mL) followed by 1,8-diazabicyclo-[5.4.0]undec-7-ene (0.172 mL, 1.152 mmol, Sigma Aldrich). The reaction mixture was stirred for 5 min. tert-butylamine (0.30 mL, 2.88 mmol) was added. The reaction was stirred at 40° C. for 4 h. The mixture was diluted with EtOAc (30 mL) and washed with water, brine, dried (MgSO4), filtered and concentrated. The residue was purified with silica gel chromatography (eluted with 0-10% EtOAc in DCM) to give 8-bromo-2-(tert-butylamino)-3-(2-(methylsulfonyl)ethyl)quinazolin-4(3H)-one (516c; 90 mg, 0.224 mmol, 39% yield) as a yellow solid. MS (ESI, pos. ion) m/z: 402 (M+1).

Provenance & Evidence