Ethanolamine → HCID 44468240, compound

HRID 38949Notes

Reaction equation

HRID 38949 reaction equation
CC1C=CC(S(O[CH2:12][C@@H:13]2[O:18][C:17]3[CH:19]=[C:20]([S:24]([CH3:27])(=[O:26])=[O:25])[CH:21]=[C:22]([Cl:23])[C:16]=3[O:15][CH2:14]2)(=O)=O)=CC=1.[NH2:28][CH2:29][CH2:30][OH:31]>C(#N)C>[Cl:23][C:22]1[C:16]2[O:15][CH2:14][C@H:13]([CH2:12][NH:28][CH2:29][CH2:30][OH:31])[O:18][C:17]=2[CH:19]=[C:20]([S:24]([CH3:27])(=[O:25])=[O:26])[CH:21]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 86652939[(2R)-5-chloro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methylbenzenesulfonate

Product 1

HCID 44468240HCID 44468240, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Preparation according to Example 57 using [(2R)-5-chloro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methylbenzenesulfonate (0.027 g, 0.062 mmol), 2-aminoethanol (0.5 ml), ACN (3 ml). 1H-NMR (400 MHz, MeOD): δ 7.57 (1H, d, J 2.3), δ 7.46 (1H, d, J 2.3), δ 4.59 (1H, dd, J 11.6, 2.4), δ 4.42 (1H, m), δ 4.21 (1H, dd, J 11.6, 7.4), δ 3.71 (2H, t, J 5.3), δ 3.14 (3H, s), δ 2.97 (2H, d, J 5.8), δ 2.82 (3H, m) ppm (J-values are in Hz and shifts relative to solvent-peak at δ 4.8 ppm).

Workup

  1. customPreparation

Sources & evidence

ORD record
ord-14a0afc76fbc475785e673e797e73ec4
Source dataset
uspto-grants-2013_09
Patent number
US08524766B2

Reaction notes

Loading…