Ethanolamine → 2-({[7-(Methylsulfonyl)-3,4-dihydro-2H-chromen-2-YL]methyl}amino)ethanol

HRID 38973Notes

Reaction equation

HRID 38973 reaction equation
CC1C=CC(S(O[CH2:12][CH:13]2[CH2:22][CH2:21][C:20]3[C:15](=[CH:16][C:17]([S:23]([CH3:26])(=[O:25])=[O:24])=[CH:18][CH:19]=3)[O:14]2)(=O)=O)=CC=1.[NH2:27][CH2:28][CH2:29][OH:30]>C(#N)C>[CH3:26][S:23]([C:17]1[CH:16]=[C:15]2[C:20]([CH2:21][CH2:22][CH:13]([CH2:12][NH:27][CH2:28][CH2:29][OH:30])[O:14]2)=[CH:19][CH:18]=1)(=[O:24])=[O:25]

Participants

4

Reactant 2

HCID 700EthanolamineHCID 86652940[7-(methylsulfonyl)-3,4-dihydro-2H-chromen-2-yl]methyl 4-methylbenzenesulfonate

Product 1

HCID 444686482-({[7-(Methylsulfonyl)-3,4-dihydro-2H-chromen-2-YL]methyl}amino)ethanol

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Preparation according to Example 25: [7-(methylsulfonyl)-3,4-dihydro-2H-chromen-2-yl]methyl 4-methylbenzenesulfonate (0.020 g, 0.0504 mmol), 2-aminoethanol (0.5 ml), ACN (3 ml). 1H-NMR (400 MHz, CDCl3): δ 7.37-7.39 (2H, m), δ 7.23 (1H, d, J=8 Hz), δ 4.18-4.24 (1H, m), δ 3.63-3.72 (2H), δ 3.02 (3H, s), δ 2.81-3.00 (6H, m), δ 1.97-2.08 (1H, m), δ 1.83-1.87 (1H, m).

Workup

  1. customPreparation

Sources & evidence

ORD record
ord-aed49f3836654992a87be55cfa39c920
Source dataset
uspto-grants-2013_09
Patent number
US08524766B2

Reaction notes

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