Glycolic Acid → HCID 118272570, compound

Participants

Reaction Steps

In a 4 mL, 1 dram vial were added 1-(3-(2,2-difluoroethoxy)-1H-pyrazolo[4,3-c]pyridin-6-yl)-3-((3R,4S)-4-phenylpyrrolidin-3-yl)urea: (20 mg, 0.050 mmol, Intermediate 34B), glycolic acid (8 mg, 0.099 mmol), HATU (37.8 mg, 0.099 mmol) and DIEA (0.025 ml, 0.149 mmol) all in DMA (0.5 ml). The solution was shaken at room temperature over night. The solution was analyzed by LC/MS and found to contain the desired compound. The filtered crude solution was directly injected to the Gilson semi-preparative HPLC (0.1% TFA in ACN and Water on a Waters Sunfire C18 ODB, 5 uM, 19 mm×100 mm, Part No. 186002567 column using a gradient of 10%-60% ACN over 12 minutes). The fractions were analyzed by LC/MS and the pure fractions were concentrated to provide 1-(3-(2,2-difluoroethoxy)-1H-pyrazolo[4,3-c]pyridin-6-yl)-3-((3R,4S)-1-(2-hydroxyacetyl)-4-phenylpyrrolidin-3-yl)urea (101), was isolated as an off white powder. MS: [M+H]+ m/z 461.

Provenance & Evidence