4-[1-(2-Dimethylsilanylethoxymethyl)-1H-benzimidazol-2-yl]-6-imidazol-1-yl-2-(2-trimethylsilanylethoxymethyl)-2H-pyridazin-3-one → 4-(1H-Benzimidazol-2-yl)-6-imidazol-1-y-2H-pyridazin-3-one
Reaction equation
C[SiH](C)CCOC[N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[C:16]1[C:17](=[O:35])[N:18](COCC[Si](C)(C)C)[N:19]=[C:20]([N:22]2[CH:26]=[CH:25][N:24]=[CH:23]2)[CH:21]=1>ClCCl.FC(F)(F)C(O)=O>[NH:9]1[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[N:7]=[C:8]1[C:16]1[C:17](=[O:35])[NH:18][N:19]=[C:20]([N:22]2[CH:26]=[CH:25][N:24]=[CH:23]2)[CH:21]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
40 mg of 4-[1-(2-dimethylsilanylethoxymethyl)-1H-benzimidazol-2-yl]-6-imidazol-1-yl-2-(2-trimethylsilanylethoxymethyl)-2H-pyridazin-3-one are dissolved in 2 ml of a 1:1 mixture of dichloromethane and trifluoroacetic acid, and the mixture is stirred at room temperature for 2 hours. The volatile components are then distilled off, the residue is dissolved in 1 ml of methanol, and 1 ml of a two molar aqueous sodium hydroxide solution is added. The solution is stirred at room temperature for 12 hours and then put directly onto the preparative RP-HPLC (0-100% acetonitrile (+0.05% formic acid) in water (+0.05% formic acid)) to isolate the product.
Workup
- distillationThe volatile components are then distilled off
- dissolutionthe residue is dissolved in 1 ml of methanol
- addition1 ml of a two molar aqueous sodium hydroxide solution is added
- stirringThe solution is stirred at room temperature for 12 hours
- customto isolate the product
Sources & evidence
- ORD record
- ord-afba9e13ab974bc092140c0feb185cb3
- Source dataset
- uspto-grants-2010_06
- Patent number
- US07727989B2
Reaction notes
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