Hydrochloric Acid → HCID 67953953, compound

HRID 1916859Notes

Reaction equation

HRID 1916859 reaction equation
[CH3:1][C:2]1[N:6]2[CH:7]=[C:8]([C:11]([F:14])([F:13])[F:12])[CH:9]=[CH:10][C:5]2=[N:4][C:3]=1[C:15]([O:17]C)=[O:16].[OH-].[Na+].Cl>CO.O>[CH3:1][C:2]1[N:6]2[CH:7]=[C:8]([C:11]([F:13])([F:12])[F:14])[CH:9]=[CH:10][C:5]2=[N:4][C:3]=1[C:15]([OH:17])=[O:16]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 46941700HCID 46941700, compound

Product 1

HCID 67953953HCID 67953953, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of compound 10-C (0.978 g, 3.79 mmol) in MeOH (6 mL) and H2O (3 mL) was added sodium hydroxide (0.227 g, 5.68 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 10-D as a light yellow solid (0.866 g, 94%), which was used in the next reaction; MS m/z (M+H+) 245.

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
  6. customto give compound 10-D as a light yellow solid (0.866 g, 94%), which
  7. customwas used in the next reaction

Sources & evidence

ORD record
ord-cefc9c1e350941c1a96e8ca9a6bfdebe
Source dataset
uspto-grants-2013_12
Patent number
US08618150B2

Reaction notes

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