1-Isopropylpiperazine → N-(12-Hydroxydodecyl)-6-(4-isopropyl-1-piperazinyl)pyridine-3-carboxamide

HRID 1003301Notes

Reaction equation

[OH:1][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](Cl)=[CH:21][CH:22]=1)=[O:16].[CH:24]([N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1)([CH3:26])[CH3:25]>C(Cl)(Cl)Cl>[OH:1][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:30]2[CH2:31][CH2:32][N:27]([CH:24]([CH3:26])[CH3:25])[CH2:28][CH2:29]2)=[CH:21][CH:22]=1)=[O:16]

Participants

Conditions

Temperature: 160 °C

Procedure

To 2.78 g of N-(12-hydroxydodecyl)-6-chloropyridine-3-carboxamide was added 4.15 g of 1-isopropylpiperazine and the mixture was stirred at 160° C. for 30 minutes. The reaction solution was diluted with chloroform, washed with water, dried over anhydrous sodium sulfate and distilled off under reduced pressure. The residue was chromatographed over a silica gel column to afford 2.2 g of the title compound as a crystal.

Workup

washwashed with water
dry with materialdried over anhydrous sodium sulfate
distillationdistilled off under reduced pressure
customThe residue was chromatographed over a silica gel column

Sources & evidence

ORD record: ord-a3e09513b01c402f9daf331892813e0a
Source dataset: uspto-grants-2000_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06046201

Reaction notes

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