Methanol → 3-((3-Cyano-6-((3-methoxy-5-(5-methyl-1H-tetrazol-1-yl)phenyl)amino)imidazo[1,2-b]pyridazin-8-yl)amino)-N-methyl-N-(1-methyl-3-pyrrolidinyl)benzamide

HRID 889476Notes

Reaction equation

HRID 889476 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:27]=[CH:28][CH:29]=2)[C:17]([N:19]([CH3:26])[CH:20]2[CH2:24][CH2:23][N:22]([CH3:25])[CH2:21]2)=[O:18])[C:5]2[N:6]([C:8]([C:11]#[N:12])=[CH:9][N:10]=2)[N:7]=1.[CH3:39][O:40][C:41]1[CH:42]=[C:43]([CH:45]=[C:46]([N:48]2[C:52]([CH3:53])=[N:51][N:50]=[N:49]2)[CH:47]=1)[NH2:44].CO>O>[C:11]([C:8]1[N:6]2[N:7]=[C:2]([NH:44][C:43]3[CH:45]=[C:46]([N:48]4[C:52]([CH3:53])=[N:51][N:50]=[N:49]4)[CH:47]=[C:41]([O:40][CH3:39])[CH:42]=3)[CH:3]=[C:4]([NH:13][C:14]3[CH:15]=[C:16]([CH:27]=[CH:28][CH:29]=3)[C:17]([N:19]([CH3:26])[CH:20]3[CH2:24][CH2:23][N:22]([CH3:25])[CH2:21]3)=[O:18])[C:5]2=[N:10][CH:9]=1)#[N:12]

Participants

5

Reactant 3

HCID 887MethanolHCID 31552523-Methoxy-5-(5-methyl-1h-tetrazol-1-yl)anilineHCID 593140333-((6-Chloro-3-cyanoimidazo[1,2-b]pyridazin-8-yl)(4-methoxybenzyl)amino)-N-methyl-N-(1-methylpyrrolidin-3-yl)benzamide

Product 1

HCID 593137793-((3-Cyano-6-((3-methoxy-5-(5-methyl-1H-tetrazol-1-yl)phenyl)amino)imidazo[1,2-b]pyridazin-8-yl)amino)-N-methyl-N-(1-methyl-3-pyrrolidinyl)benzamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Example 254 was prepared from 254A and 3-methoxy-5-(5-methyl-1H-tetrazol-1-yl)aniline by utilizing the procedure as described in Example 6. HPLC: Rt=1.53 min. (PHENOMENEX® Luna 5 micron C18 4.6×30 mm, 0 to 100 B in 2 min. with 1 min. hold time, flow rate=5 mL/min., detection at 254 nm, Solvent A: 10% methanol/90% water/0.1% TFA; Solvent B: 10% water/90% methanol/0.1% TFA). MS (ES): m/z=579.13 [M+H]+.

Sources & evidence

ORD record
ord-5692acf8fb2e4827aca5f1f151249612
Source dataset
uspto-grants-2012_08
Patent number
US08252795B2

Reaction notes

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