Sodium Hydroxide → HCID 69557983, compound

Participants

Reaction Steps

A mixture of 260 mg (0.564 mmol) of [[2-(methylthio)-5-(aminooxoacetyl)-6-ethyl-7-[(3-fluorophenyl)methyl]-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy]acetic acid methyl ester and 25 mL of methanol were treated with 0.42 mL of 2 M sodium hydroxide and stirred at reflux for 3 hours. The reaction was cooled to ambient temperature. The product precipitated upon addition of 1 M HCl and was collected by filtration. The solids were washed with water and dried in vacuo to provide 176 mg (73%) of [[2-(methylthio)-5-(aminooxoacetyl)-6-ethyl-7-[(3-fluorophenyl)methyl]-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy]acetic acid as a solid. nmr (300 MHz, dmso-d6) δ0.99 (t, 3H), 2.49 (s, 3H), 2.91 (q, 2H), 4.87 (s, 2H), 5.52 (s, 2H), 6.90 (d, 1H), 7.04 (d, 1H), 7.10 (dt, 1H), 7.36 (dt, 1H), 7.60 (br s, 1H), 8.02 (br s, 1H)

Provenance & Evidence