Methyl iodide →
Reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C@H:11]([C@H:13]2[NH:18][C:17](=[O:19])[C@@H:16]([CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=3)[NH:15][C:14]2=[O:27])[CH3:12])=[CH:3]1.[CH3:28][I:29]>>[I-:29].[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C@H:11]([C@H:13]2[NH:18][C:17](=[O:19])[C@@H:16]([CH2:20][CH2+:21]3[CH:26]=[CH:25][CH:24]=[CH:23][N:22]3[CH3:28])[NH:15][C:14]2=[O:27])[CH3:12])=[CH:3]1Participants
2
Reactant 2
Product 0
No Product data yet.
Procedure
A mixture of (3R,6R)-3-[(R)-1-(1-methylindol-3-yl)ethyl]-6-(2-pyridylmethyl)piperazine-2,5-dione (0.10 g) and methyl iodide (5 ml) was stirred under reflux for 4 days. After evaporation of the excess methyl iodide, crude oily residue was washed with chloroform and ether, and dried in vacuo to give (3R,6R)-3-[(R)-1-(1-methylindol-3-yl)ethyl]-6-(1-methyl-2-pyridiniomethyl)piperazine-2,5-dione iodide as a solid (0.12 g).
Workup
- temperatureunder reflux for 4 days
- customAfter evaporation of the excess methyl iodide
- washcrude oily residue was washed with chloroform and ether
- customdried in vacuo
Sources & evidence
- ORD record
- ord-7cd3f1948d894d739cb6bf505d93a3f6
- Source dataset
- uspto-grants-1989_02
- Patent number
- US04806538
Reaction notes
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