N-(3-Aminopropyl)morpholine → HCID 19605544, compound

HRID 1603591Notes

Reaction equation

HRID 1603591 reaction equation
Br[C:2]1[CH:7]=[C:6]([S:8]([C:11]2[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=2)(=[O:10])=[O:9])[CH:5]=[C:4]([Br:18])[N:3]=1.[NH2:19][CH2:20][CH2:21][CH2:22][N:23]1[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1>O1CCOCC1>[NH2:17][C:14]1[CH:15]=[CH:16][C:11]([S:8]([C:6]2[CH:5]=[C:4]([Br:18])[N:3]=[C:2]([NH:19][CH2:20][CH2:21][CH2:22][N:23]3[CH2:28][CH2:27][O:26][CH2:25][CH2:24]3)[CH:7]=2)(=[O:10])=[O:9])=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 61055N-(3-Aminopropyl)morpholineHCID 110146744-(2,6-dibromopyridin-4-yl)sulfonylaniline

Product 1

HCID 19605544HCID 19605544, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

0.162 g (0.00041 mol) of 4-(2,6-dibrompyridine-4-sulphonyl)-phenylamine was dissolved in 6 ml of dioxane and treated with 0.60 ml of 4-(3-aminopropyl)morpholine. The mixture was stirred at 60° C. for 24 hrs., the solvent was removed and the residue was chromatographed on silica gel with 3% methanol in dichloromethane. There was obtained 0.15 g (80%) of [4-(4-aminobenzenesulphonyl)-6-brompyridin-2-yl]-(3-morpholin-4-ylpropyl)amine as a white, amorphous solid. MS (ISP): me/e=457, 455 (C18H24BrN4O3S+).

Workup

  1. custom, the solvent was removed
  2. customthe residue was chromatographed on silica gel with 3% methanol in dichloromethane

Sources & evidence

ORD record
ord-1c5638574e284c088b37ba53afd75eab
Source dataset
uspto-grants-1999_11
Patent number
US05990105

Reaction notes

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