Hydrochloric Acid → 6-(Morpholine-4-carbonyl)nicotinic acid

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Reaction Steps

Into a solution of the compound of Example 11 (b) (0.606 g, 2.07 mmol) in CH3NO2 (5 mL) was bubbled HCl(g) for 20 min. After standing for 20 min, the solvent was removed in vacuo to give a pale yellow solid. Recrystallization (acetone) gave 0.335 g (68%) of the title compound as a white solid. Mp: 181-183° C. 1H NMR (CD3OD): δ9.26 (d, J=1.1 Hz, 1H), 8.78 (dd, J=8.1 Hz, 1H), 3.80 (s, 4H), 3.67 (m, 2H), 3.51 (m, 2H). IR (KBr): 2928, 2872, 1717, 1601, 1285, 1262, 1111 cm−1. MS (DCI/CH4): m/z (rel intensity) 277 (M +C3H7+), 265 (M+C2H5+), 238, 237 (MH+, 100). Anal. (C11H12N2O4): C, H, N.

Provenance & Evidence