Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → 1-[4-[3-chloro-4-(pyridin-2-ylmethoxy)-phenyl amino]-5,8-dihydro-6H-9-thia-1,3,7-triaza-fluoren-7-yl}-5-hydroxy-pent-2-en-1-one

Participants

Reaction Steps

In a 250 ml rb flask were placed 1-[4-[3-chloro-4-(pyridin-2-ylmethoxy)-phenylamino]-5,8-dihydro-6H-9-thia-1,3,7-triaza-fluoren-7-yl]-5-(tetrahydro-pyran-2-yloxy)-pent-2-en-1-one (2.26 g, 3.73 mmol) and pyridinium p-toluenesulfonate (0.18 g, 0.74 mmol) in ethanol alcohol (100 ml). The reaction mixture was heated at 80 C for 12 hours. Ethyl alcohol was evaporated and to the residue was added methyl alcohol, sonicated and off-white solid was filtered and washed with methyl alcohol, dried to provide 1.72 g of off-white solid. (88.40%). 1H-NMR (DMSO-d6) δ 8.587-8.578 (m, 1H), 8.396 (s, 1H), 8.182 (s, 1H), 7.887-7.849 (t, 1H), 7.769 (s, 1H), 7.570-7.501 (m, 2H), 7.368-7.356 (t, 1H), 7.231-7.209 (d, 1H), 6.779-6.607 (m, 2H), 5.271 (s, 2H), 4.944 (s, 1H), 4.834 (s, 1H), 4.661 (s, 1H), 3.925-3.848 (d, 2H), 3.519 (m, 2H), 3.245-3.206 (m, 2H), 2.360 (m, 2H). MS m/e 522.0 (M+H), RT=2.54 min

Provenance & Evidence