Sodium Hydroxide → HCID 69557711, compound

Participants

Reaction Steps

A mixture of 70 mg (0.15 mmol) of [[5-(aminooxoacetyl)-6-ethyl-7-[[3-(trifluoromethyl)phenyl]methyl]-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy]acetic acid methyl ester and 2 mL of methanol were treated with 0.15 mL of 2 M sodium hydroxide and stirred at ambient temperature for 3 days. The reaction was concentrated to an oil then diluted with 5 mL of water. The product precipitated upon the addition of 0.45 mL of 1 M HCl to provide 60 mg (90%) of [[5-(aminooxoacetyl)-6-ethyl-7-[[3-(trifluoromethyl)phenyl]-methyl]-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy]acetic acid as a white solid. nmr (500 MHz, dmso-d6) δ1.00 (t, J=7.4 Hz, 3H), 2.98 (q, J=7.4 Hz, 2H), 4.92 (s, 2H), 5.70 (s, 2H), 7.31 (d, J=7.8 Hz, 1H), 7.53 (t, J=7.8 Hz, 1H) 7.58 (br s, 1H), 7.65 (m, 2H), 8.00 (br s, 1H), 8.46 (s, 1H)

Provenance & Evidence