1-Pyrrolidineethanamine → 5,7-Dichloro-2-[2-(1-pyrrolidinyl) ethyl]carbamoyl-4-oxo-1,4-dihydroquinoline dihydrochloride

Participants

Reaction Steps

Treatment of methyl 5,7-dichloro-4-oxo-1,4-dihydroquinoline-2-carboxylate (2 g) with 1(2-aminoethyl-pyrrolidine (10 ml) as described in Example 39 gave 5,7-dichloro-2-[2-(1-pyrrolidinyl) ethyl]carbamoyl-4-oxo-1,4-dihydroquinoline dihydrochloride (1.5 g).,m.p.>280° C. δ (360 MHz, D2O) 2.02 and 2.16 (4H, 2m, pyrrolidinyl-3,4-H), 3.16 (2H, m, CH2N), 3.49 (2H, t, CONHCH2), 3.80 (4H, m, pyrrolidinyl-2,5-H), 6.70 (1H, s, 3-H), 7.43 (1H, d, 6-H) and 7.64 (1H, d, 8-H). (Found: C, 45.02; H, 4.52; N, 9.90%. C16H17Cl2N3O2.2HCl requires C, 44.99; H, 4.48; N, 9.84%).

Provenance & Evidence