HCID 69199965, compound → HCID 69199716, compound

HRID 2118291Notes

Reaction equation

HRID 2118291 reaction equation
CC1(C)[O:7][C:6]2[CH:8]=[CH:9][C:10]([C@@H:12]([OH:39])[CH2:13][NH:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]3[CH:27]=[C:28](/[CH:32]=[CH:33]/[S:34]([NH:37][CH3:38])(=[O:36])=[O:35])[CH:29]=[CH:30][CH:31]=3)=[CH:11][C:5]=2[CH2:4][O:3]1>CO>[OH:39][C@H:12]([C:10]1[CH:9]=[CH:8][C:6]([OH:7])=[C:5]([CH2:4][OH:3])[CH:11]=1)[CH2:13][NH:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]1[CH:27]=[C:28](/[CH:32]=[CH:33]/[S:34]([NH:37][CH3:38])(=[O:35])=[O:36])[CH:29]=[CH:30][CH:31]=1

Participants

3

Reactant 1

HCID 69199965HCID 69199965, compound

Product 1

HCID 69199716HCID 69199716, compoundYield 75.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of (E)-2-(3-{4-[(6-{[(2R)-2-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-2-hydroxyethyl]amino}hexyl)oxy]butyl}phenyl)-N-methylethenesulfonamide (100 mg) in methanol (15 ml) was administered onto a Bond Elut SCX2 cartridge (10 g), which had been preconditioned in methanol. The cartridge was eluted with methanol (2×25 ml) followed by 15% aq. ammonia-methanol (2×20 ml). Evaporation of the latter fractions gave the title compound (70 mg) LCMS RT=2.59 min, ES+ve 535 (MH)+

Workup

  1. washThe cartridge was eluted with methanol (2×25 ml)
  2. customEvaporation of the latter fractions

Sources & evidence

ORD record
ord-870f8d2bbcd24d42a9487be569bdca69
Source dataset
uspto-grants-2008_10
Patent number
US07442837B2

Reaction notes

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