Reaktion #469074

ord-2b671dfbe86e4ad09fd50ba573f74d4c

Reaktionsgleichung

Brc1cccc(Br)c1
1,3-dibromobenzene
CS(=O)(=O)c1ccc(-c2cn[nH]c(=O)c2Oc2ccc(F)cc2)cc1
4-(4-fluorophenoxy)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone
CS(=O)(=O)c1ccc(-c2cn[nH]c(=O)c2Oc2ccc(F)cc2)cc1
4-(4-Fluorophenoxy)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone
N
NH3
CS(=O)(=O)c1ccc(-c2cnn(-c3cccc(Br)c3)c(=O)c2Oc2ccc(F)cc2)cc1
title compound
CS(=O)(=O)c1ccc(-c2cnn(-c3cccc(Br)c3)c(=O)c2Oc2ccc(F)cc2)cc1
2-(3-Bromophenyl)-4-(4-fluorophenoxy)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The title compound was prepared according to Example 93, substituting 1,3-dibromobenzene in place of 4-bromothioanisole and 4-(4-fluorophenoxy)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone (Example 108A) in place of 4-(4-fluorophenyl)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone (yield: 260 mg, 50.5%). mp 208-210° C. 1H NMR (300 MHz, CDCl3) δ 3.09 (s, 3H), 6.89-7.04 (m, 4H), 7.34 (t, J=9 Hz, 1H), 7.53 (br d, J=9 Hz, 1H), 7.64 (br d, J=9 Hz, 1H), 7.82 (d, J=9 Hz, 2H), 7.87 (t, J=1.5 Hz, 1H), 8.08 (d, J=9 Hz, 2H), 8.09 (s, 1H). MS (DCI/NH3) m/z 517 (M+H)+, 534 (M+NH4)+. Anal. calc. for C23H16BrFN2O4S: C, 53.7; H, 3.11; N, 5.45. Found: C, 53.46; H, 2.88; N, 5.18.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06307047B1uspto-grants-2001_10