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

HRID 1823728Notes

Reaction equation

HRID 1823728 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-2807685301ac41dcab73ce1095ed63e2
Source dataset
uspto-grants-2006_05
Patent number
US07041659B2

Reaction notes

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