Hydrochloric Acid → HCID 86587453, compound

HRID 2084557Notes

Reaction equation

HRID 2084557 reaction equation
C([S:4][CH2:5][CH:6]([CH:26]1[C:34]2[C:29](=[CH:30][C:31]([Br:35])=[CH:32][CH:33]=2)[CH2:28][CH2:27]1)[C:7]([NH:9][CH:10]([CH2:15][C:16]1[CH:25]=[CH:24][C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:17]=1)[C:11]([O:13]C)=[O:12])=[O:8])(=O)C.[OH-].[Na+].Cl>CO>[Br:35][C:31]1[CH:30]=[C:29]2[C:34](=[CH:33][CH:32]=1)[CH:26]([CH:6]([CH2:5][SH:4])[C:7]([NH:9][C@H:10]([C:11]([OH:13])=[O:12])[CH2:15][C:16]1[CH:25]=[CH:24][C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:17]=1)=[O:8])[CH2:27][CH2:28]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22732537HCID 22732537, compound

Product 1

HCID 86587453HCID 86587453, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The compound obtained in Example 25 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 pHr. 1 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 separated off, dried over Na2SO4, concentrated in vacuo, and purified by HPLC chromatography.

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. customThe organic phase is separated off
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated in vacuo
  7. custompurified by HPLC chromatography

Sources & evidence

ORD record
ord-5bf21cb865b44383af312effeea08a0d
Source dataset
uspto-grants-2004_04
Patent number
US06716852B2

Reaction notes

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