Potassium Carbonate → N-[5-({2-[(cyclopropylacetyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-2-fluorophenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide

HRID 2391315

Reaction equation

HRID 2391315 reaction equation
[CH:1]1([CH2:4][C:5]([NH:7][C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][C:13](I)=[N:12][N:11]3[CH:17]=2)=[O:6])[CH2:3][CH2:2]1.[F:18][C:19]1[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][C:20]=1[NH:26][C:27]([C:29]1[N:33]([CH3:34])[N:32]=[C:31]([CH3:35])[CH:30]=1)=[O:28].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH:1]1([CH2:4][C:5]([NH:7][C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][C:13]([O:25][C:22]4[CH:23]=[CH:24][C:19]([F:18])=[C:20]([NH:26][C:27]([C:29]5[N:33]([CH3:34])[N:32]=[C:31]([CH3:35])[CH:30]=5)=[O:28])[CH:21]=4)=[N:12][N:11]3[CH:17]=2)=[O:6])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 574410302-cyclopropyl-N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)acetamideHCID 57505434N-(2-fluoro-5-hydroxyphenyl)-1,3-dimethyl-1H-pyrazole-5-carboxamide

Product 1

HCID 57505553N-[5-({2-[(cyclopropylacetyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-2-fluorophenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamideYield 23%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 2-cyclopropyl-N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)acetamide (171 mg, 0.5 mmol), N-(2-fluoro-5-hydroxyphenyl)-1,3-dimethyl-1H-pyrazole-5-carboxamide (150 mg, 0.6 mmol), potassium carbonate (104 mg, 0.75 mmol) and N,N-dimethylformamide (4 mL), and by a reaction in the same manner as in Example 191, the title compound (53 mg, 23%) was obtained as pale-pink crystals.

Workup

  1. customby a reaction in the same manner as in Example 191

Sources & evidence

ORD record
ord-2d04c97bc7f64a0eb2df99891c15d91b
Source dataset
uspto-grants-2012_09
Patent number
US08273741B2

Linked notes

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