Sodium Hydroxide → 2-(tert-butyldimethylsilyloxy)-2-(5-(5-chloro-4-(5-cyclopropyl-1H-pyrazol-3-ylamino) pyrimidin-2-yl)thiophen-2-yl)acetic acid

Participants

Reaction Steps

To a mixture of ethyl 2-(tert-butyldimethylsilyloxy)-2-(5-(5-chloro-4-(5-cyclopropyl-1H-pyrazol-3-ylamino)pyrimidin-2-yl)thiophen-2-yl)acetate (100 mg, 0.19 mmol, 1.0 eq.) in ethanol (10 mL) was added 1 N NaOH (0.8 mL, 0.76 mmol, 4.0 eq). The mixture was stirred at room temperature for 1 hour, then, concentrated and the residue was redissolved in water. To the solution was added 1N HCl (0.8 mL) and the mixture was stirred for 0.5 h at 23° C. The solution was filtered to give 2-(tert-butyldimethylsilyloxy)-2-(5-(5-chloro-4-(5-cyclopropyl-1H-pyrazol-3-ylamino)pyrimidin-2-yl)thiophen-2-yl)acetic acid (60 mg, 63.3%). LC-MS (m/z): 506.0 [M+H]+.

Provenance & Evidence