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Acetic Acid → N-(3-Cyclopropyl-4-((4-methylpiperazin-1-yl)methyl)phenyl)-3-(imidazo[1,2-b]pyridazin-3-ylethynyl)-4-methylbenzamide

HRID 1640496
Notes
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Reaction equation

HRID 1640496 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].[CH:12]1([C:15]2[CH:16]=[C:17]([NH:29][C:30](=[O:39])[C:31]3[CH:36]=[CH:35][C:34]([CH3:37])=[C:33](I)[CH:32]=3)[CH:18]=[CH:19][C:20]=2[CH2:21][N:22]2[CH2:27][CH2:26][N:25]([CH3:28])[CH2:24][CH2:23]2)[CH2:14][CH2:13]1.CC(O)=O>CO>[CH:12]1([C:15]2[CH:16]=[C:17]([NH:29][C:30](=[O:39])[C:31]3[CH:32]=[CH:33][C:34]([CH3:37])=[C:35]([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:36]=3)[CH:18]=[CH:19][C:20]=2[CH2:21][N:22]2[CH2:23][CH2:24][N:25]([CH3:28])[CH2:26][CH2:27]2)[CH2:14][CH2:13]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 468387603-Ethynylimidazo[1,2-b]pyridazineHCID 46839047N-(3-cyclopropyl-4-((4-methylpiperazin-1-yl)methyl)phenyl)-3-iodo-4-methylbenzamide

Product 1

HCID 24826801N-(3-Cyclopropyl-4-((4-methylpiperazin-1-yl)methyl)phenyl)-3-(imidazo[1,2-b]pyridazin-3-ylethynyl)-4-methylbenzamide

Reagents, catalysts & solvents 1

HCID 887
Methanol
Solvent

Procedure

The title compound was synthesized from 3-ethynylimidazo[1,2-b]pyridazine and N-(3-cyclopropyl-4-((4-methylpiperazin-1-yl)methyl)phenyl)-3-iodo-4-methylbenzamide in a manner similar to that described for Example 14 (nitro reduction performed in a manner similar to that described for Example 17; 0.25M in MeOH/10%AcOH). The product was obtained as a solid: 505 m/z (M+H).

Workup

  1. customThe product was obtained as a solid

Sources & evidence

ORD record
ord-119ab8a364164f56819debbb43e67d8b
Source dataset
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08114874B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes