4-Toluenesulfonyl chloride → (S)-2-(4-isopropyl-2-oxo-3-(3-(4-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)imidazolidin-1-yl)ethyl benzenesulfonate

Participants

Reaction Steps

To a solution of (S)-1-(2-hydroxyethyl)-4-isopropyl-3-(3-(4-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)imidazolidin-2-one (Example 25, step 6; 0.080 g, 0.142 mmol) in dichloromethane/pyridine (1:1, 10 mL total) was added N-ethyl-N-isopropylpropan-2-amine (0.0520 mL, 0.284 mmol) and 4-methylbenzene-1-sulfonyl chloride (0.136 g, 0.711 mmol). The reaction was stirred overnight at ambient temperature to provide (S)-2-(4-isopropyl-2-oxo-3-(3-(4-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)imidazolidin-1-yl)ethyl benzenesulfonate. The crude material was directly in the next reaction (0.102 g, 100%).

Provenance & Evidence