Ammonia → HCID 21934178, compound

HRID 891315Notes

Reaction equation

HRID 891315 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]2[C:10](=[O:25])[NH:11][N:12]=[CH:13][C:14]=2[C:15]2[CH:20]=[CH:19][C:18]([S:21]([CH3:24])(=[O:23])=[O:22])=[CH:17][CH:16]=2)=[CH:4][CH:3]=1.Br[C:27]1[CH:32]=[CH:31][C:30]([F:33])=[C:29]([Cl:34])[CH:28]=1.N>>[Cl:34][C:29]1[CH:28]=[C:27]([N:11]2[C:10](=[O:25])[C:9]([CH2:8][C:5]3[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=3)=[C:14]([C:15]3[CH:20]=[CH:19][C:18]([S:21]([CH3:24])(=[O:23])=[O:22])=[CH:17][CH:16]=3)[CH:13]=[N:12]2)[CH:32]=[CH:31][C:30]=1[F:33]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 35430654-Bromo-2-chloro-1-fluorobenzeneHCID 21933842HCID 21933842, compound

Product 1

HCID 21934178HCID 21934178, compound

Procedure

The title compound was prepared according to the method of Example 62 substituting 4-(4-fluorophenylmethyl)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone in place of 4-(4-fluorophenyl)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone and substituting 4-bromo-2-chloro-1-fluorobenzene in place of 4-iodo-1-fluorobenzene (yield: 0.110 g, 74%). mp 153-156° C. 1H NMR (300 MHz, DMSO d6) δ 3.30 (s, 3H), 3.89 (bs, 2H), 7.02-7.07 (m, 4H), 7.59 (m, 1H), 7.65-7.72 (m, 4H), 8.07 (m, 2H), 8.12 (s, 1H). MS (DCI/NH3) m/z 487 (M+H)+, 504 (M+NH4)+. Anal. calc. for C24H17ClF2N2O3S.0.25H2O: C, 58.65; H, 3.58; N, 5.64. Found: C, 58.41; H, 3.56; N, 5.36.

Sources & evidence

ORD record
ord-319ff47bb3894cea9d9c32a0afc377c8
Source dataset
uspto-grants-2006_02
Patent number
US07001895B2

Reaction notes

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