5-((Dimethylamino)methyl)-2-furanmethanol → HCID 59168205, compound

HRID 1444052Notes

Reaction equation

HRID 1444052 reaction equation
Br[C:2]1[N:3]=[C:4]([O:28][CH3:29])[C:5]([N:8](COCC[Si](C)(C)C)[S:9]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[C:13]=2[Cl:19])(=[O:11])=[O:10])=[N:6][CH:7]=1.[CH3:30][N:31]([CH2:33][C:34]1[O:38][C:37]([CH2:39][OH:40])=[CH:36][CH:35]=1)[CH3:32]>>[Cl:19][C:13]1[C:14]([Cl:18])=[CH:15][CH:16]=[CH:17][C:12]=1[S:9]([NH:8][C:5]1[C:4]([O:28][CH3:29])=[N:3][C:2]([O:40][CH2:39][C:37]2[O:38][C:34]([CH2:33][N:31]([CH3:32])[CH3:30])=[CH:35][CH:36]=2)=[CH:7][N:6]=1)(=[O:10])=[O:11]

Participants

3

Reactant 2

HCID 849065-((Dimethylamino)methyl)-2-furanmethanolHCID 59168156N-(5-Bromo-3-methoxy-2-pyrazinyl)-2,3-dichloro-N-[{2-(trimethylsilanyl)ethoxy}methyl]benzenesulphonamide

Product 1

HCID 59168205HCID 59168205, compound

Procedure

Prepared as for Example 115b using N-(5-bromo-3-methoxy-2-pyrazinyl)-2,3-dichloro-N-[{2-(trimethylsilanyl)ethoxy}methyl]benzenesulphonamide (Example 55a) (0.3 g) and (5-dimethylaminomethyl-2-furanyl)methanol (0.2 g). After removal of the SEM (2-[trimethylsilyl]ethoxymethyl) group the title compound was purified by silica gel chromatography eluting with methanol/dichloromethane mixtures Yield 0.23 g

Workup

  1. customPrepared as for Example 115b
  2. customAfter removal of the SEM (2-[trimethylsilyl]ethoxymethyl) group the title compound
  3. customwas purified by silica gel chromatography
  4. washeluting with methanol/dichloromethane

Sources & evidence

ORD record
ord-72dfc5e7f88540d3b157f8efc882cfc3
Source dataset
uspto-grants-2010_02
Patent number
US07662825B2

Reaction notes

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