Hydrochloric Acid → HCID 18950607, compound

HRID 1492641Notes

Reaction equation

HRID 1492641 reaction equation
[C:1]([CH:5]([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[O:6][C:7]1[C:12]([CH2:13][CH:14]=[CH2:15])=[CH:11][C:10]([CH2:16][N:17]2[C:21]3=[N:22][C:23]([CH3:27])=[CH:24][C:25]([CH3:26])=[C:20]3[N:19]=[C:18]2[CH2:28][CH3:29])=[CH:9][C:8]=1[Cl:30])([O:3]C)=[O:2].[OH-].[Na+].Cl>CO>[C:1]([CH:5]([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[O:6][C:7]1[C:12]([CH2:13][CH:14]=[CH2:15])=[CH:11][C:10]([CH2:16][N:17]2[C:21]3=[N:22][C:23]([CH3:27])=[CH:24][C:25]([CH3:26])=[C:20]3[N:19]=[C:18]2[CH2:28][CH3:29])=[CH:9][C:8]=1[Cl:30])([OH:3])=[O:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18950603HCID 18950603, compound

Product 1

HCID 18950607HCID 18950607, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a magnetically stirred solution of 0.230 g (0.46 mmol) of the product of Step D in 5.0 mL methanol was added 0.5 mL of a 5.0N solution of sodium hydroxide and the reaction was stirred at room temperature 3 hours. The reaction mixture was adjusted to pH=6 with 1.0N hydrochloric acid and then concentrated in vacuo. The residue was then purified on a silica gel flash chromatography column eluted with CHCl3MeOH--NH4OH (80:15:1). Evaporation of the purified fractions and drying in vacuo afforded 0.181 g (81%) of the title compound.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was then purified on a silica gel flash chromatography column
  3. washeluted with CHCl3MeOH
  4. customEvaporation of the purified fractions
  5. customdrying in vacuo

Sources & evidence

ORD record
ord-af08e084a52548759156f05720496097
Source dataset
uspto-grants-1994_12
Patent number
US05374638

Reaction notes

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