Hydrochloric Acid → HCID 69557573, compound

Participants

Reaction Steps

A mixture of 150 mg (0.317 mmol) of [[5-(aminooxoacetyl)-6-ethyl-7-([1,1′-biphenyl] -2-ylmethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy]acetic acid methyl ester and 10 mL of methanol were treated with 0.95 mL of 2 M sodium hydroxide and heated to reflux for 4 hours. The reaction was cooled to ambient temperature then adjusted to pH 2 by the addition of 1 M HCl. The mixture was concentrated to a minimum volume and the residual liquid decanted from the solids. The solids were dried in vacuo to provide 92 mg (63%) of [[5-(aminooxoacetyl)-6-ethyl-7-([1,1′-biphenyl]-2-ylmethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy]acetic acid as a tan foam. nmr (300 MHz, dmso-d6) δ1.15 (t, J=7.4 Hz, 3H), 2.64 (q, J=7.4 Hz, 2H), 4.90 (s, 2H), 5.46 (s, 2H), 6.60 (d, J=7.2 Hz, 1H), 7.2-7.6 (m, 9H), 7.99 (s, 1H), 8.43 (s, 1H)

Provenance & Evidence