1,2-Dichloroethane → HCID 66678954, compound

Participants

Reaction Steps

A stirred solution of (S)-1-ethyl-3-(2-fluoro-4-(4-(3-methylmorpholino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenyl)urea (intermediate 18) (133 mg, 0.25 mmol) and N-methylmorpholine (55 μL, 0.5 mmol) in DMF (5 mL, anhydrous) was added EDC (53 mg, 0.275 mmol), HOBT (37 mg, 0.275 mmol), and 1-acetylpiperidine-4-carboxylic acid (43 mg, 0.25 mmol). The reaction mixture was stirred at room temperature until analysis by LCMS deemed reaction complete. Solvent was then removed in vacuo. Purified by prep. HPLC (low pH) Then further purified using a TsOH cartridge to remove residual formic acid from HPLC (loaded in MeOH eluted with 2M methanolic ammonia). Yielding a light pink solid (9.6 mg, 0.017 mmol, 7%).

Provenance & Evidence