Hydrochloric Acid → HCID 58303999, compound

HRID 1404129Notes

Reaction equation

HRID 1404129 reaction equation
[CH2:1]([O:3][C:4]1[C:12]([F:13])=[CH:11][CH:10]=[C:9]2[C:5]=1[C:6]([CH2:15][C:16]([O:18]C)=[O:17])=[CH:7][N:8]2[CH3:14])[CH3:2].[OH-].[Na+].Cl>CO>[CH2:1]([O:3][C:4]1[C:12]([F:13])=[CH:11][CH:10]=[C:9]2[C:5]=1[C:6]([CH2:15][C:16]([OH:18])=[O:17])=[CH:7][N:8]2[CH3:14])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58303898HCID 58303898, compound

Product 1

HCID 58303999HCID 58303999, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 30-12 (45 mg, 0.17 mmol) in MeOH (10 mL) was added 2N NaOH (8 mL). The mixture was refluxed for one hour. After cooled to room temperature, the mixture was neutralized with hydrochloric acid to pH=7, extracted with ethyl acetate (3×100 mL). The combined organic layer was washed with brine (30 mL), dried over MgSO4 and concentrated to afford 30-13 (40 mg, 94%) as a yellow solid. LRMS: calc 251.1 and found: 252.0 [M+1].

Workup

  1. temperatureThe mixture was refluxed for one hour
  2. extractionextracted with ethyl acetate (3×100 mL)
  3. washThe combined organic layer was washed with brine (30 mL)
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-7998eff9c4564bc5b886f64b95350c88
Source dataset
uspto-grants-2014_12
Patent number
US08912220B2

Reaction notes

Loading…