2-(Methylamino)ethanol → 2-[(2-Fluoro-benzyl)-methyl-amino]-ethanol

HRID 583973Notes

Reaction equation

HRID 583973 reaction equation
CS(O[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[F:13])(=O)=O.[CH3:14][NH:15][CH2:16][CH2:17][OH:18]>>[F:13][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[CH2:6][N:15]([CH2:16][CH2:17][OH:18])[CH3:14]

Participants

3

Reactant 2

HCID 80162-(Methylamino)ethanolHCID 21964506Benzenemethanol,2-fluoro-,1-methansulfonate

Product 1

HCID 219645192-[(2-Fluoro-benzyl)-methyl-amino]-ethanol

Conditions

Temperature
120 °C

Procedure

A mix of 2-Fluorobenzyl methanesulfonate (Step A, 5 g, 24.5 mmol) and 2-(Methylamino)-ethanol (18.4 g, 244.9 mmol) was heated under argon at 120° C. with stirring for 7 hours. The mixture was cooled to room temperature and concentrated. The crude residue was purified by flash chromatography on silica gel column (chloroform:methanol, 90:10 spiked with triethylamine) to provide the title compound.

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. concentrationconcentrated
  3. customThe crude residue was purified by flash chromatography on silica gel column (chloroform:methanol, 90:10 spiked with triethylamine)

Sources & evidence

ORD record
ord-500f970fdff449a4a2ec05b6fccfff81
Source dataset
uspto-grants-2005_08
Patent number
US06924314B2

Reaction notes

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