Ethanolamine → HCID 59341481, compound

HRID 15247Notes

Reaction equation

HRID 15247 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([N:21]([CH3:23])[CH3:22])([CH2:19][CH3:20])[C:10]([C:12]2[CH:17]=[CH:16][C:15](F)=[CH:14][CH:13]=2)=[O:11])=[CH:4][CH:3]=1.[CH2:24]([CH2:26][NH2:27])[OH:25]>>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([N:21]([CH3:23])[CH3:22])([CH2:19][CH3:20])[C:10]([C:12]2[CH:17]=[CH:16][C:15]([NH:27][CH2:26][CH2:24][OH:25])=[CH:14][CH:13]=2)=[O:11])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 700EthanolamineHCID 686385232-[(4-Aminophenyl)methyl]-1-(4-fluorophenyl)-2-dimethylamino-1-butanone

Product 1

HCID 59341481HCID 59341481, compoundYield 37%

Procedure

23.5 g (0.078 mol) 2-[(4-aminophenyl)methyl]-1-(4-fluorophenyl)-2-dimethylamino-1-butanone are reacted with ethanol amine (33.4 g, 0.55 mol) under conditions as described for example 1.2. The crude product obtained is purified by first by filtration over silica gel using hexane/ethyl acetate 1:1→ethyl acetate as the eluent, followed by flash chromatography on silica gel (eluant: ethyl acetate). 10.2 g (37%) 2-[(4-aminophenyl)methyl]-1-[4-(2-hydroxyethyamino)phenyl]-2-dimethylamino-1-butanone are obtained as a viscous yellow oil.

Workup

  1. customThe crude product obtained
  2. customis purified by
  3. filtrationfirst by filtration over silica gel

Sources & evidence

ORD record
ord-e62f772fdf5e46d89e71c6f22331f3ad
Source dataset
uspto-grants-2010_06
Patent number
US07732504B2

Reaction notes

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