Ammonia → HCID 21934294, compound

HRID 891327Notes

Reaction equation

HRID 891327 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[C:13](=[O:14])[C:12]([O:15][CH3:16])=[C:11](Br)[CH:10]=[N:9]2)[CH:5]=[CH:6][CH:7]=1.[CH3:18][S:19][C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=1.N>>[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[C:13](=[O:14])[C:12]([O:15][CH3:16])=[C:11]([C:23]3[CH:24]=[CH:25][C:20]([S:19][CH3:18])=[CH:21][CH:22]=3)[CH:10]=[N:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 27339594-(Methylthio)phenylboronic acidHCID 21934170HCID 21934170, compound

Product 1

HCID 21934294HCID 21934294, compound

Procedure

The title compound was prepared according to the method of Example 6 starting with 2-(3-chlorophenyl)-4-methoxy-5-bromo-3(2H)-pyridazinone in place of 2-benzyl-4-bromo-5-methoxy-3(2H)-pyridazinone and substituting 4-(methylthio)benzeneboronic acid in place of 4-fluorobenzeneboronic acid (yield: 3.3 g, 68%). 1H NMR (300 MHz, DMSO-d6) δ 2.54 (s, 3H), 4.03 (s, 3H), 7.40 (d, J=9.0 Hz, 2H), 7.50-7.64 (m, 5H), 7.73-7.77 (m, 1H), 8.18 (s, 1H). MS (DCI/NH3) m/z 359 (M+H)+.

Sources & evidence

ORD record
ord-fc19b2e469a444008bec516a04c75a07
Source dataset
uspto-grants-2006_02
Patent number
US07001895B2

Reaction notes

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