Potassium Carbonate → {2-[2-(Dimethylamino)-3-nitropyrrolyl]ethyl}[(6-chloro(3-pyridyl))methyl][(4-chlorophenyl)methyl]amine
Reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][N:9]([CH2:18][CH2:19]Cl)[CH2:10][C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)=[CH:4][CH:3]=1.[CH3:21][N:22]([CH3:31])[C:23]1[NH:24][CH:25]=[CH:26][C:27]=1[N+:28]([O-:30])=[O:29].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:21][N:22]([CH3:31])[C:23]1[NH:24][CH:25]=[C:26]([CH2:19][CH2:18][N:9]([CH2:8][C:5]2[CH:6]=[N:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[CH2:10][C:11]2[CH:12]=[CH:13][C:14]([Cl:17])=[CH:15][CH:16]=2)[C:27]=1[N+:28]([O-:30])=[O:29]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
This compound was prepared in a manner analogous to that set forth in Step G of Example 1, using 0.47 gram (0.0014 mole) of [(6-chloro(3-pyridyl)methyl](2-chloroethyl)[(4-chlorophenyl)methyl]amine (prepared in Steps A and B of the present Example), 0.2 gram (0.0013 mole) of dimethyl(3-nitropyrrol-2-yl)amine and 0.45 gram (0.0032 mole) of potassium carbonate in 20 mL of DMF. The crude product was purified with column chromatography on silica gel. Elution was accomplished using 50% hexane in diethyl as an eluant. The appropriate fractions were combined and concentrated under reduced pressure, yielding 0.05 gram of Compound 214. The NMR spectrum was consistent with the proposed structure.
Workup
- customThis compound was prepared in a manner analogous to that set forth in Step G of Example 1
- customThe crude product was purified with column chromatography on silica gel
- washElution
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-e6894f8dcb064c0eaed8eda8d7f4875a
- Source dataset
- uspto-grants-2011_05
- Patent number
- US07943642B2
Reaction notes
Loading…