HCID 86710674, compound → HCID 178492917, compound

HRID 1027261Notes

Reaction equation

HRID 1027261 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([C:10]2[N:11]=[N:12][C:13]([N:16]([CH3:27])[CH:17]3[CH2:22][C:21]([CH3:24])([CH3:23])[NH:20][C:19]([CH3:26])([CH3:25])[CH2:18]3)=[CH:14][CH:15]=2)=[CH:4][C:3]=1B(O)O.Br[C:32]1[N:33]=[CH:34][NH:35][CH:36]=1>>[F:1][C:2]1[C:3]([C:32]2[N:33]=[CH:34][NH:35][CH:36]=2)=[CH:4][C:5]([C:10]2[N:11]=[N:12][C:13]([N:16]([CH3:27])[CH:17]3[CH2:22][C:21]([CH3:24])([CH3:23])[NH:20][C:19]([CH3:26])([CH3:25])[CH2:18]3)=[CH:14][CH:15]=2)=[C:6]([O:8][CH3:9])[CH:7]=1

Participants

3

Reactant 2

HCID 86710674HCID 86710674, compoundHCID 178418934HCID 178418934, compound

Product 1

HCID 178492917HCID 178492917, compoundYield 100.1%

Procedure

Following standard GENERAL METHOD 1-4 for Suzuki coupling using (2-fluoro-4-methoxy-5-(6-(methyl(2,2,6,6-tetramethylpiperidin-4-yl)amino)pyridazin-3-yl)phenyl)boronic acid (50 mg, 0.12 mmol) and 4-bromo-1H-imidazole (35.3 mg, 0.24 mmol) afforded 6-(4-fluoro-5-(1H-imidazol-4-yl)-2-methoxyphenyl)-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)pyridazin-3-amine (52.7 mg) MS [M+H+]=439.3.

Sources & evidence

ORD record
ord-1414d0798e93421789941b55e45dd9d3
Source dataset
uspto-grants-2014_05
Patent number
US08729263B2

Reaction notes

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