2-Mercaptoacetamide → HCID 59168102, compound

HRID 1444050Notes

Reaction equation

HRID 1444050 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.[SH:30][CH2:31][C:32]([NH2:34])=[O:33]>>[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[N:6]=[CH:7][C:2]([S:30][CH2:31][C:32]([NH2:34])=[O:33])=[N:3][C:4]=1[O:28][CH3:29])(=[O:10])=[O:11]

Participants

3

Reactant 2

HCID 129612-MercaptoacetamideHCID 59168156N-(5-Bromo-3-methoxy-2-pyrazinyl)-2,3-dichloro-N-[{2-(trimethylsilanyl)ethoxy}methyl]benzenesulphonamide

Product 1

HCID 59168102HCID 59168102, compound

Procedure

Prepared as for Example 101b using N-(5-bromo-3-methoxy-2-pyrazinyl)-2,3-dichloro-N-[{2-(trimethylsilanyl)ethoxy}methyl]benzenesulphonamide (Example 55a) (0.2 g) and 2-mercaptoacetamide (0.05 g). The intermediate product containing the SEM group was purified by silica gel chromatography eluting with ethyl acetate/iso-hexane mixtures. Deprotection as for Example 101b gave the title compound. Yield 0.03 g.

Workup

  1. customPrepared as for Example 101b
  2. additionThe intermediate product containing the SEM group
  3. customwas purified by silica gel chromatography
  4. washeluting with ethyl acetate/iso-hexane mixtures

Sources & evidence

ORD record
ord-b9bf41097ea54add9cb8dbcc13cc9820
Source dataset
uspto-grants-2010_02
Patent number
US07662825B2

Reaction notes

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