Water → HCID 67955376, compound

Participants

Reaction Conditions

Reaction Steps

2-{[1-(Cyclopropylmethyl)-4-(trifluoromethyl)-1H-benzotriazol-5-yl]oxy}pyridine-3-carbaldehyde (417, 20 mg, 0.055 mmol, 1 equiv.) was dissolved in tetrahydrofuran (2 mL), cooled to 0° C. and treated with methylmagnesium bromide (28 μL, 0.083 mmol, 1.5 equiv). After stirring for 30 minutes, the mixture was poured into water (10 mL) and was extracted with ethyl acetate (3×20 mL). The combined organic extracts were dried with sodium sulfate, filtered and concentrated in vacuo. The residue was purified via preparative reverse phase HPLC (gradient 80:20 to 5:95; water containing 0.05% trifluoroacetic acid:acetonitrile containing 0.05% trifluoroacetic acid) to provide the titled compound 418. High resolution mass spectrometry (ES+) m/z=379.1374, [(M+H)+ calculated for C18H18F3N4O2: 379.1376].

Provenance & Evidence