2,5-Dimethyl-2H-pyrazole-3-carbonyl chloride → N-[5-({2-[(cyclopropylacetyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-2-methylphenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide

HRID 2391322

Reaction equation

HRID 2391322 reaction equation
[CH3:1][C:2]1[CH:24]=[CH:23][C:5]([O:6][C:7]2[CH:8]=[CH:9][C:10]3[N:11]([CH:13]=[C:14]([NH:16][C:17](=[O:22])[CH2:18][CH:19]4[CH2:21][CH2:20]4)[N:15]=3)[N:12]=2)=[CH:4][C:3]=1[NH2:25].[CH3:26][N:27]1[C:31]([C:32](Cl)=[O:33])=[CH:30][C:29]([CH3:35])=[N:28]1>CN(C)C(=O)C>[CH:19]1([CH2:18][C:17]([NH:16][C:14]2[N:15]=[C:10]3[CH:9]=[CH:8][C:7]([O:6][C:5]4[CH:23]=[CH:24][C:2]([CH3:1])=[C:3]([NH:25][C:32]([C:31]5[N:27]([CH3:26])[N:28]=[C:29]([CH3:35])[CH:30]=5)=[O:33])[CH:4]=4)=[N:12][N:11]3[CH:13]=2)=[O:22])[CH2:20][CH2:21]1

Participants

4

Reactant 2

HCID 27362992,5-Dimethyl-2H-pyrazole-3-carbonyl chlorideHCID 57505559N-[6-(3-amino-4-methylphenoxy)imidazo[1,2-b]pyridazin-2-yl]-2-cyclopropylacetamide

Product 1

HCID 57505560N-[5-({2-[(cyclopropylacetyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-2-methylphenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamideYield 61%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

Using N-[6-(4-methyl-3-aminophenoxy)imidazo[1,2-b]pyridazin-2-yl]-2-cyclopropylacetamide (120 mg, 0.356 mmol), 1,3-dimethyl-1H-pyrazole-5-carbonyl chloride (59 mg, 0.374 mmol) and N,N-dimethylacetamide (4.0 mL), and by a reaction in the same manner as in Example 148, the title compound (99 mg, 61%) was obtained as a pale-yellow powder.

Workup

  1. customby a reaction in the same manner as in Example 148

Sources & evidence

ORD record
ord-6726f4d489d24a5b8c8b94b9e17171b2
Source dataset
uspto-grants-2012_09
Patent number
US08273741B2

Linked notes

Loading…