Ethanolamine → 2-({[5-Fluoro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-YL]methyl}amino)ethanol

HRID 38935Notes

Reaction equation

HRID 38935 reaction equation
[F:1][C:2]1[C:11]2[O:10][CH2:9][CH:8]([CH2:12]OS(C3C=CC(C)=CC=3)(=O)=O)[O:7][C:6]=2[CH:5]=[C:4]([S:24]([CH3:27])(=[O:26])=[O:25])[CH:3]=1.[NH2:28][CH2:29][CH2:30][OH:31]>C(#N)C>[F:1][C:2]1[C:11]2[O:10][CH2:9][CH:8]([CH2:12][NH:28][CH2:29][CH2:30][OH:31])[O:7][C:6]=2[CH:5]=[C:4]([S:24]([CH3:27])(=[O:25])=[O:26])[CH:3]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 86652936[5-Fluoro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methylbenzenesulfonate

Product 1

HCID 444701592-({[5-Fluoro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-YL]methyl}amino)ethanol

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Preparation according to Example 42 using [5-fluoro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methyl-4-methylbenzenesulfonate (0.005 g, 0.012 mmol), 2-aminoethanol (0.5 ml), ACN (2.5 ml). 1H-NMR (400 MHz, MeOD): δ 7.36 (2H, m), δ 4.54 (1H, dd, J 12, 2.4), δ 4.44 (1H, m), δ 4.18 (1H, dd, J 12, 7.2), δ 3.71 (2H, t, J 5.6), δ 3.13 (3H, s), δ 2.98 (2H, m), 2.81 (2H, m) ppm (J-values are in Hz and shifts relative to solvent-peak at 3.31 ppm).

Workup

  1. customPreparation

Sources & evidence

ORD record
ord-a53702d0baef49f796bf1bc716e58e58
Source dataset
uspto-grants-2013_09
Patent number
US08524766B2

Reaction notes

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