Ammonia → 2-(3-Chlorophenyl)-4-(4-fluorophenoxy)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone

Participants

Role	Name	HCID	Charge
Reactant	Ammonia	HCID 222	—
Reactant	1-Bromo-3-chlorobenzene	HCID 7928	—
Reactant	4-(4-fluorophenoxy)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone	HCID 21934162	—
Product	2-(3-Chlorophenyl)-4-(4-fluorophenoxy)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone	HCID 10183726	—

Reaction Steps

The title compound was prepared according to Example 93, substituting 1-bromo-3-chlorobenzene 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: 25 mg, 5.3%). mp 211-213° C. 1H NMR (300 MHz, DMSO-d6) δ 3.30 (s, 3H), 7.15 (d, J=9 Hz, 4H), 7.51-7.64 (m, 3H), 7.71-7.75 (m, 1H), 7.91 (d, J=9 Hz, 2H), 8.06 (d, J=9 Hz, 2H), 8.41 (s, 1H). MS (DCI/NH3) m/z 471 (M+H)+,488 (M+NH4)+. Anal. calc. for C23H16ClFN2O4S.0.5H2O: C, 57.62; H, 3.44; N, 5.85. Found: C, 57.62; H, 3.52; N, 5.48.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07001895B2
Source dataset	uspto-grants-2006_02
ORD ID	ord-3b7ba388e22f4b838e79ecb5063b872b
Source note	uspto-grants-2006_02