Hydrochloric Acid → HCID 67954049, compound

HRID 1916864Notes

Reaction equation

HRID 1916864 reaction equation
[CH:1]1([C:4]2[N:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:7]3=[N:6][C:5]=2[C:13]([O:15]CC)=[O:14])[CH2:3][CH2:2]1.[OH-].[Na+].Cl>CO.O>[CH:1]1([C:4]2[N:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:7]3=[N:6][C:5]=2[C:13]([OH:15])=[O:14])[CH2:2][CH2:3]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67953969HCID 67953969, compound

Product 1

HCID 67954049HCID 67954049, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of compound 12-B (1.04 g, 4.52 mmol) in MeOH (6 mL) and H2O (3 mL) was added sodium hydroxide (0.241 g, 6.04 mmol) and the reaction mixture was stirred at room temperature overnight. The mixture was acidified with 2N HCl to pH 4-5 and concentrated in vacuo. The resulting residue was taken up in EtOAc, and the organic layer was washed with H2O and then dried over Na2SO4. The mixture was filtered and the filtrate concentrated in vacuo to give Compound 12-C (0.841 g, 92%), which was used as such in the next reaction; MS m/z (M+H+) 203.

Workup

  1. concentrationconcentrated in vacuo
  2. washthe organic layer was washed with H2O
  3. dry with materialdried over Na2SO4
  4. filtrationThe mixture was filtered
  5. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-96c465a4eaa0408da8963597cc96eafb
Source dataset
uspto-grants-2013_12
Patent number
US08618150B2

Reaction notes

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