Ammonia → HCID 21934392, compound

HRID 891361Notes

Reaction equation

HRID 891361 reaction equation
Br[C:2]1[CH:3]=[C:4]([N:8]2[C:13](=[O:14])[C:12]([C:15]3[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=3)=[C:11]([C:22]3[CH:27]=[CH:26][C:25]([S:28]([CH3:31])(=[O:30])=[O:29])=[CH:24][CH:23]=3)[CH:10]=[N:9]2)[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[Na+].[Na+].N>>[F:21][C:18]1[CH:19]=[CH:20][C:15]([C:2]2[CH:3]=[C:4]([N:8]3[C:13](=[O:14])[C:12]([C:15]4[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=4)=[C:11]([C:22]4[CH:27]=[CH:26][C:25]([S:28]([CH3:31])(=[O:30])=[O:29])=[CH:24][CH:23]=4)[CH:10]=[N:9]3)[CH:5]=[CH:6][CH:7]=2)=[CH:16][CH:17]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 10340Sodium CarbonateHCID 11755665HCID 11755665, compound

Product 1

HCID 21934392HCID 21934392, compound

Procedure

The title compound was prepared according to the method of Example 4, starting with 2-(3-bromophenyl)-4-(4-fluorophenyl)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone (Example 166) in place of 2-benzyl-4-bromo-5-[4-(methylthio)phenyl]-3(2H)-pyridazinone and substituting cesium fluoride for sodium carbonate (yield: 0.62 g, 62%). mp 222-225° C. 1H NMR (300 MHz, DMSO d6) δ 3.24 (s, 3H), 7.16 (m, 2H), 7.36 (m, 3H), 7.53 (m, 2H), 7.64 (m, 2H), 7.73-7.81 (m, 3H), 7.93 (m, 3H), 8.27 (s, 1H). MS (DCI/NH3) m/z 515 (M+H)+, 532 (M+NH4)+. Anal. calc. for C29H20F2N2O3S.0.25H2O: C, 67.10; H, 3.98; N, 5.35. Found: C, 66.93; H, 3.99; N, 5.17.

Sources & evidence

ORD record
ord-5bee530b21264ac9b6c4960725298096
Source dataset
uspto-grants-2006_02
Patent number
US07001895B2

Reaction notes

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