3-Ethynylimidazo[1,2-b]pyridazine → N-(4-((4-(2-Hydroxyethyl)piperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)-3-(imidazo[1,2-b]pyridazin-3-ylethynyl)-4-methylbenzamide

HRID 1640499Notes

Reaction equation

HRID 1640499 reaction equation
[C:1]([C:3]1[N:7]2[N:8]=[CH:9][CH:10]=[CH:11][C:6]2=[N:5][CH:4]=1)#[CH:2].[OH:12][CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][N:18]([CH2:21][C:22]2[CH:27]=[CH:26][C:25]([NH:28][C:29](=[O:38])[C:30]3[CH:35]=[CH:34][C:33]([CH3:36])=[C:32](I)[CH:31]=3)=[CH:24][C:23]=2[C:39]([F:42])([F:41])[F:40])[CH2:17][CH2:16]1>>[OH:12][CH2:13][CH2:14][N:15]1[CH2:16][CH2:17][N:18]([CH2:21][C:22]2[CH:27]=[CH:26][C:25]([NH:28][C:29](=[O:38])[C:30]3[CH:35]=[CH:34][C:33]([CH3:36])=[C:32]([C:2]#[C:1][C:3]4[N:7]5[N:8]=[CH:9][CH:10]=[CH:11][C:6]5=[N:5][CH:4]=4)[CH:31]=3)=[CH:24][C:23]=2[C:39]([F:42])([F:41])[F:40])[CH2:19][CH2:20]1

Participants

3

Reactant 2

HCID 468387603-Ethynylimidazo[1,2-b]pyridazineHCID 66736595N-(4-((4-(2-hydroxyethyl)piperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)-3-iodo-4-methylbenzamide

Product 1

HCID 24826879N-(4-((4-(2-Hydroxyethyl)piperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)-3-(imidazo[1,2-b]pyridazin-3-ylethynyl)-4-methylbenzamide

Procedure

The title compound was synthesized from 3-ethynylimidazo[1,2-b]pyridazine and N-(4-((4-(2-hydroxyethyl)piperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)-3-iodo-4-methylbenzamide in a manner similar to that described for Example 14, The product was obtained as a solid: 563 m/z (M+H).

Workup

  1. customThe product was obtained as a solid

Sources & evidence

ORD record
ord-8fd32f8a86e44c53a7ec90273af8bbbc
Source dataset
uspto-grants-2012_02
Patent number
US08114874B2

Reaction notes

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