6-chloro-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)pyridazin-3-amine → 6-(2-methoxy-4-(1H-pyrazol-1-yl)phenyl)-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)pyridazin-3-amine

HRID 1027166Notes

Reaction equation

HRID 1027166 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:18]2[CH:22]=[CH:21][CH:20]=[N:19]2)[CH:6]=[CH:7][C:8]=1B1OC(C)(C)C(C)(C)O1.ClC1N=NC(C2C=CC(N3C=CC=N3)=CC=2OC)=CC=1.Cl[C:44]1[N:49]=[N:48][C:47]([N:50]([CH3:61])[CH:51]2[CH2:56][C:55]([CH3:58])([CH3:57])[NH:54][C:53]([CH3:60])([CH3:59])[CH2:52]2)=[CH:46][CH:45]=1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:18]2[CH:22]=[CH:21][CH:20]=[N:19]2)[CH:6]=[CH:7][C:8]=1[C:44]1[N:49]=[N:48][C:47]([N:50]([CH3:61])[CH:51]2[CH2:56][C:55]([CH3:57])([CH3:58])[NH:54][C:53]([CH3:60])([CH3:59])[CH2:52]2)=[CH:46][CH:45]=1

Participants

4

Reactant 3

HCID 867105396-chloro-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)pyridazin-3-amineHCID 867105443-Chloro-6-[2-methoxy-4-(1H-pyrazol-1-yl)phenyl]pyridazineHCID 867105591-(3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-pyrazole

Product 1

HCID 867105586-(2-methoxy-4-(1H-pyrazol-1-yl)phenyl)-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)pyridazin-3-amine

Procedure

1-(3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-pyrazole from Step 3 of Intermediate 2-1, was coupled with Intermediate 1-1 under standard Suzuki coupling methods as described in GENERAL METHOD 1-2 to provide 6-(2-methoxy-4-(1H-pyrazol-1-yl)phenyl)-N-methyl-N-(2,2,6,6-tetramethyl-piperidin-4-yl)pyridazin-3-amine.

Sources & evidence

ORD record
ord-9fa8b31647704a699b19d98257e89691
Source dataset
uspto-grants-2014_05
Patent number
US08729263B2

Reaction notes

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