Thiosemicarbazide → (S)-2-(1-((5-(5-Amino-1,3,4-thiadiazol-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one

Participants

Reaction Conditions

Reaction Steps

(S)-4-((1-(5-Methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid (50 mg, 0.12 mmol) was treated with hydrazinecarbothioamide (20 mg, 0.22 mmol) and phosphorus (V) oxychloride (12.5 μl, 0.13 mmol) in 1,4-dioxane (1 ml) according to the method described in Example 120 but stirring at 110° C. overnight. The residue was purified using SP1® Purification System (reverse phase, 0% to 100%, water-methanol/acetonitrile 1:1) to give 11 mg (19% yield) of the title compound.

Provenance & Evidence