Hydrogen iodide → N-(12-Iodododecyl)-6-(4-ethyl-1-piperazinyl)pyridine-3-carboxamide
Reaction equation
O[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][NH:14][C:15]([C:17]1[CH:18]=[N:19][C:20]([N:23]2[CH2:28][CH2:27][N:26]([CH2:29][CH3:30])[CH2:25][CH2:24]2)=[CH:21][CH:22]=1)=[O:16].[IH:31]>O>[I:31][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][NH:14][C:15]([C:17]1[CH:18]=[N:19][C:20]([N:23]2[CH2:28][CH2:27][N:26]([CH2:29][CH3:30])[CH2:25][CH2:24]2)=[CH:21][CH:22]=1)=[O:16]Participants
4
Procedure
A solution of 2.09 g of N-(12-hydroxydodecyl)-6-(4-ethyl-1-piperazinyl)pyridine-3-carboxamide in 57% hydriodic acid was stirred at 120° C. for 30 minutes. The reaction solution was diluted with water and extracted with chloroform. The chloroform layer was washed with a saturated aqueous solution of sodium hydrogen carbonate and a saturated aqueous solution of sodium chloride, then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue thus obtained was chromatographed over a silica gel column to afford 1.94 g of the title compound.
Workup
- extractionextracted with chloroform
- washThe chloroform layer was washed with a saturated aqueous solution of sodium hydrogen carbonate
- dry with materiala saturated aqueous solution of sodium chloride, then dried over anhydrous magnesium sulfate
- distillationThe solvent was distilled off under reduced pressure
- customthe residue thus obtained
- customwas chromatographed over a silica gel column
Sources & evidence
- ORD record
- ord-57b0b535e0aa4f4f864733374c5da48a
- Source dataset
- uspto-grants-2000_04
- Patent number
- US06046201
Reaction notes
Loading…