Hydrochloric Acid → 4-(3-Chloro-anilino)-6-(pyrid-2-yl)-7H-pyrrolo[2,3-d]pyrimidine hydrochloride
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][CH:23]=1)[NH:5][C:6]1[C:7]2[CH:14]=[C:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=3)[NH:12][C:8]=2[N:9]=[CH:10][N:11]=1.Cl>O1CCOCC1>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][CH:23]=1)[NH:5][C:6]1[C:7]2[CH:14]=[C:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=3)[NH:12][C:8]=2[N:9]=[CH:10][N:11]=1Participants
4
Procedure
1.48 g (4.6 mmol) of 4-(3-chloro-anilino)-6-(pyrid-2-yl)-7H-pyrrolo[2,3-d]pyrimidine (see Example 1) are suspended in 115 ml of dioxane; with cooling, 46 ml of 0.1 N HCl solution (0.1 normal hydrochloric acid solution) are added and the reaction suspension is stirred at RT for 2.5 hours. The suspension is concentrated by evaporation and the residue is stirred in 400 ml of hot methanol and filtered. The filtrate is filtered while hot through activated carbon, concentrated by evaporation and digested in cold ethanol; m.p. 276-278° C.; 1H-NMR (200 MHz, DMSO-d6): 13.1 and 10.7 (2s, 2H), 8.71 (d, J=5, 1H), 8.45 and 8.08 (2s, 2H), 8.00 (m, 2H), 7.76 (d, J=8, 1H), 7.68 (s, 1H), 7.50 (d, J=8, 1H), 7.42 (m, 1H), 7.27 (d, J=8, 1H).