Hydrochloric Acid → HCID 21304995, compound

HRID 2084556Notes

Reaction equation

HRID 2084556 reaction equation
C([S:4][CH2:5][CH:6]([CH:25]1[C:33]2[C:28](=[CH:29][C:30]([Br:34])=[CH:31][CH:32]=2)[CH2:27][CH2:26]1)[C:7]([NH:9][CH:10]([CH2:15][C:16]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[NH:18][CH:17]=1)[C:11]([O:13]C)=[O:12])=[O:8])(=O)C.[OH-].[Na+].Cl>CO>[Br:34][C:30]1[CH:29]=[C:28]2[C:33](=[CH:32][CH:31]=1)[CH:25]([CH:6]([CH2:5][SH:4])[C:7]([NH:9][C@H:10]([C:11]([OH:13])=[O:12])[CH2:15][C:16]1[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[NH:18][CH:17]=1)=[O:8])[CH2:26][CH2:27]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22732608HCID 22732608, compound

Product 1

HCID 21304995HCID 21304995, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The compound obtained in Example 1 is dissolved in 2 ml of degassed methanol. After 10 minutes' stirring at room temperature, 6 eq. of a degassed 1M sodium hydroxide solution are added to the solution. The resulting solution is stirred at room temperature under argon. The progress of the reaction is monitored by HPLC. When the reaction is complete, the solution is rendered acidic to pH═I with 1N hydrochloric acid. The methanol is removed in vacuo, 10 ml of water are added to the residue and extraction is carried out with 10 ml of chloroform. The organic phase is dried over Na2SO4 and concentrated in vacuo.

Workup

  1. stirringThe resulting solution is stirred at room temperature under argon
  2. customThe methanol is removed in vacuo, 10 ml of water
  3. additionare added to the residue and extraction
  4. dry with materialThe organic phase is dried over Na2SO4
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e429e9c23deb47379caece7b3b281e9d
Source dataset
uspto-grants-2004_04
Patent number
US06716852B2

Reaction notes

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