Hydrochloric Acid → HCID 19010508, compound

HRID 1741758Notes

Reaction equation

HRID 1741758 reaction equation
C([O:3][C:4]([CH:6]([C:31]1[CH:36]=[CH:35][C:34]2[O:37][CH2:38][O:39][C:33]=2[CH:32]=1)[O:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][N:15]2[C:19]3=[N:20][C:21]([CH3:25])=[CH:22][C:23]([CH3:24])=[C:18]3[N:17]=[C:16]2[CH2:26][CH3:27])=[CH:10][C:9]=1[CH2:28][CH2:29][CH3:30])=[O:5])C.[OH-].[Na+].Cl>CO>[C:4]([CH:6]([C:31]1[CH:36]=[CH:35][C:34]2[O:37][CH2:38][O:39][C:33]=2[CH:32]=1)[O:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][N:15]2[C:19]3=[N:20][C:21]([CH3:25])=[CH:22][C:23]([CH3:24])=[C:18]3[N:17]=[C:16]2[CH2:26][CH3:27])=[CH:10][C:9]=1[CH2:28][CH2:29][CH3:30])([OH:5])=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19010500HCID 19010500, compound

Product 1

HCID 19010508HCID 19010508, compoundYield 86.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 0.340 g (0.64 mmol) of the product of step A dissolved in 2 mL methanol was added 130 μL of a 5.0N solution of sodium hydroxide and the reaction mixture was stirred at room temperature for 2 hours. At this point the reaction mixture was adjusted to pH=6 with dropwise addition of 6.0N hydrochloric acid and the reaction mixture was concentrated in vacuo. The residue was applied to a silica gel flash chromatography column and eluted with CHCl3 -MeOH--NH4OH (80:15:1). The purified fractions were combined, evaporated and dried in vacuo to afford 0.278 g (86%) of the title compound.

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. washeluted with CHCl3 -MeOH
  3. customevaporated
  4. customdried in vacuo

Sources & evidence

ORD record
ord-d39b0b169c4b45f2856968aeed6a12f9
Source dataset
uspto-grants-1994_08
Patent number
US05334598

Reaction notes

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