Tert-butoxycarbonylalanine → HCID 68157566, compound

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Reaction Steps

To 4-fluoro-N2-pyrimidin-4-ylbenzene-1,2-diamine (0.247 g, 1.21 mmol), Boc-alanine (0.24 g, 1.27 mmol), and HOAT (0.165 g, 1.21 mmol) in DCM at 0° C. under nitrogen was added N-(3-dimethylaminopropyl)-n′-ethylcarbodiimide hydrochloride (0.244 g, 1.27 mmol). The reaction was stirred and allowed to warm to RT overnight. The mixture was diluted with DCM (20 mL) and washed with 0.5M NaHCO3 (20 mL). The organic extract was dried (Na2SO4), concentrated in vacuo and purified by column chromatography (Si—PCC, gradient 0-8% (9:1 MeOH/0.880 NH3) in DCM). Product containing fractions were evaporated to give the title compound, (0.272 g, 60%) LCMS (Method J): RT=1.93 min, [M+H]+=376.20

Provenance & Evidence