Diisopropylethylamine → HCID 71293422, compound

Participants

Reaction Steps

Intermediate 26 (250 mg, 0.46 mmol) was dissolved in DMF (5 mL), and then diisopropylethylamine (240 μL, 1.4 mmol) and HATU (266 mg, 0.7 mmol) were added. The reaction mixture was stirred at RT for 40 minutes, then N,N,N-trimethylpentanediamine (288 mg, 2.0 mmol) in DMF (1 mL) was added, and stirring was continued for a further 18 hours. The reaction mixture was partitioned between EtOAc and water. The organic layer was separated, and the aqueous layer extracted with EtOAc. The combined organic layers were washed with brine, dried (Na2SO4) and evaporated in vacuo. The resulting residue was purified by silica gel chromatography eluting with a gradient of 4-8% (2 M NH3 in MeOH) in DCM followed by a gradient of 6-7% (2 M NH3 in MeOH) in DCM. The resulting residue was purified by MDAP to yield the title compound as an off-white solid (88 mg).

Provenance & Evidence