Water → HCID 136162996, compound

HRID 2374783Notes

Reaction equation

HRID 2374783 reaction equation
[Cl:1][C:2]1[CH:35]=[CH:34][C:5]([CH2:6][NH:7][C:8]([C:10]2[C:11](=[O:33])[N:12](COCC[Si](C)(C)C)[N:13]=[C:14]([C:16]3[CH:21]=[CH:20][C:19]([OH:22])=[C:18]([O:23][CH3:24])[CH:17]=3)[CH:15]=2)=[O:9])=[CH:4][CH:3]=1.C(S)(S)C.O>C(O)(C(F)(F)F)=O>[Cl:1][C:2]1[CH:35]=[CH:34][C:5]([CH2:6][NH:7][C:8]([C:10]2[C:11](=[O:33])[NH:12][N:13]=[C:14]([C:16]3[CH:21]=[CH:20][C:19]([OH:22])=[C:18]([O:23][CH3:24])[CH:17]=3)[CH:15]=2)=[O:9])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 336451,1-EthanedithiolHCID 136331922HCID 136331922, compound

Product 1

HCID 136162996HCID 136162996, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

70.7 mg of 6-(4-hydroxy-3-methoxy-phenyl)-3-oxo-2-(2-trimethylsilanylethoxymethyl)-2,3-dihydro-pyridazine-4-carboxylic acid 4-chloro-benzyl amide and 60 μl ethandithiol and 60 μl water were dissolved in 750 μl TFA and stirred at room temperature for 3 h. Afterwards, the solvent was distilled off and the raw product purified by HPLC (column 125×25, PurospherStar RP18 endcapped, 5 μm; solvent: A: water (0.05% HCOOH), B: acetonitrile (0.05% HCOOH)).

Workup

  1. distillationAfterwards, the solvent was distilled off
  2. customthe raw product purified by HPLC (column 125×25, PurospherStar RP18

Sources & evidence

ORD record
ord-5c827ca664e241808a7bef3f3f2a9cd8
Source dataset
uspto-grants-2008_12
Patent number
US07462613B2

Reaction notes

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