3-Methoxy-5-(5-methyl-1h-tetrazol-1-yl)aniline → 3-((3-Cyano-6-((3-methoxy-5-(5-methyl-1H-tetrazol-1-yl)phenyl)amino)imidazo[1,2-b]pyridazin-8-yl)amino)-N-(2-(dimethylamino)ethyl)benzamide

HRID 889477Notes

Reaction equation

HRID 889477 reaction equation
Cl[C:2]1[CH:3]=[C:4]([N:13](CC2C=CC(OC)=CC=2)[C:14]2[CH:15]=[C:16]([CH:25]=[CH:26][CH:27]=2)[C:17]([NH:19][CH2:20][CH2:21][N:22]([CH3:24])[CH3:23])=[O:18])[C:5]2[N:6]([C:8]([C:11]#[N:12])=[CH:9][N:10]=2)[N:7]=1.[CH3:37][O:38][C:39]1[CH:40]=[C:41]([CH:43]=[C:44]([N:46]2[C:50]([CH3:51])=[N:49][N:48]=[N:47]2)[CH:45]=1)[NH2:42]>CO>[C:11]([C:8]1[N:6]2[N:7]=[C:2]([NH:42][C:41]3[CH:43]=[C:44]([N:46]4[C:50]([CH3:51])=[N:49][N:48]=[N:47]4)[CH:45]=[C:39]([O:38][CH3:37])[CH:40]=3)[CH:3]=[C:4]([NH:13][C:14]3[CH:15]=[C:16]([CH:25]=[CH:26][CH:27]=3)[C:17]([NH:19][CH2:20][CH2:21][N:22]([CH3:24])[CH3:23])=[O:18])[C:5]2=[N:10][CH:9]=1)#[N:12]

Participants

4

Reactant 2

HCID 31552523-Methoxy-5-(5-methyl-1h-tetrazol-1-yl)anilineHCID 593137633-((6-Chloro-3-cyanoimidazo[1,2-b]pyridazin-8-yl)(4-methoxybenzyl)amino)-N-(2-(dimethylamino)ethyl)benzamide

Product 1

HCID 593138413-((3-Cyano-6-((3-methoxy-5-(5-methyl-1H-tetrazol-1-yl)phenyl)amino)imidazo[1,2-b]pyridazin-8-yl)amino)-N-(2-(dimethylamino)ethyl)benzamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Example 255 was prepared from 253D and 3-methoxy-5-(5-methyl-1H-tetrazol-1-yl)aniline following the procedure as described in Example 6. HPLC: Rt=3.11 min. (YMC S5 ODS 4.6×50 mm, 10-90% aqueous methanol containing 0.2% H3PO4, 4 min. gradient, monitored at 220 nm). MS (ES): m/z=512.2 [M+H]+.

Sources & evidence

ORD record
ord-1d008396e36c479e9ce42b5cf3d4b37b
Source dataset
uspto-grants-2012_08
Patent number
US08252795B2

Reaction notes

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