HCID 67441926, compound → HCID 67438844, compound

Participants

Reaction Steps

With ice-cooling, 10 ml of conc. sulphuric acid are added to 1.29 g (1.29 mmol) of N-benzyl-4-[2-(4-fluorophenyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-3-yl]pyridine-2-amine, and the mixture is stirred at room temperature for 1 h. The reaction mixture is stirred into ice-water, adjusted to pH 10 using cone. NaOH and extracted with 3×50 ml of dichloromethane. The combined organic phases are washed with water, dried over MgSO4 and freed from the solvent under reduced pressure. This gives 239 mg (35%) of the desired product; log P(HCOOH): 1.21; 1H-NMR (DMSO-d6): 7.81 (d, 1H), 7.416 (dd, 2H), 7.15 (dd, 2H), 6.28 (s, 1H), 6.24 (d, 1H), 5.83 (br.s, 2H), 4.15 (dd, 2H), 2.73 (dd, 2H), 2.02 (m, 2H), 1.80 (m, 2H).

Provenance & Evidence