Potassium Carbonate → N-[6-(3-amino-4-methoxyphenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide

HRID 2391348Notes

Reaction equation

HRID 2391348 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([OH:10])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].[CH3:11][C:12](C)([O-])C.[K+].I[C:18]1[CH:19]=[CH:20][C:21]2[N:22]([CH:24]=[C:25]([NH:27][C:28](=[O:30])[CH3:29])[N:26]=2)[N:23]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[NH2:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][C:7]=1[O:8][CH3:9])[O:10][C:18]1[CH:19]=[CH:20][C:21]2[N:22]([CH:24]=[C:25]([NH:27][C:28]([CH:29]3[CH2:12][CH2:11]3)=[O:30])[N:26]=2)[N:23]=1

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 203418413-Amino-4-methoxyphenolHCID 23665647Potassium tert-butoxideHCID 57441059N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)acetamide

Product 1

HCID 57505589N-[6-(3-amino-4-methoxyphenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamideYield 125.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 3-amino-4-methoxyphenol (408 mg, 2.93 mmol), N,N-dimethylformamide (16 mL), potassium tert-butoxide (343 mg, 3.05 mmol), N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)acetamide (800 mg, 2.44 mmol) and potassium carbonate (169 mg, 1.22 mmol), and in the same manner as in Example 216, the title compound (1.04 g, 42%) was obtained as a brown powder.

Sources & evidence

ORD record
ord-3265eaa675e246579f041074b6bfb03d
Source dataset
uspto-grants-2012_09
Patent number
US08273741B2

Reaction notes

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