Sodium Hydroxide → HCID 46890685, compound

HRID 1013167Notes

Reaction equation

HRID 1013167 reaction equation
C([O:5][C:6](=[O:29])[CH2:7][N:8]1[C:16]2[C:11](=[CH:12][C:13]([Cl:17])=[CH:14][CH:15]=2)[C:10]([CH:18]2[C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=3[S:20](=[O:28])(=[O:27])[NH:19]2)=[CH:9]1)(C)(C)C.[OH-].[Na+]>CCO>[Cl:17][C:13]1[CH:12]=[C:11]2[C:16](=[CH:15][CH:14]=1)[N:8]([CH2:7][C:6]([OH:29])=[O:5])[CH:9]=[C:10]2[CH:18]1[C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2[S:20](=[O:28])(=[O:27])[NH:19]1

Participants

4

Conditions

Temperature
50 °C

Procedure

The product from step c) (100 mg) was dissolved in 3 mL EtOH and treated with 0.5 mL of 1 M NaOH. The reaction was heated to 50° C. for 2 h. Upon cooling, the reaction was washed with DCM, acidified with 1 M HCl, and extracted into DCM. The organic layer was washed twice with water, dried over MgSO4, and concentrated to give the title compound as a solid. MS: ESI (negative): 375, 377 (M−H).

Workup

  1. temperatureUpon cooling
  2. washthe reaction was washed with DCM
  3. extractionextracted into DCM
  4. washThe organic layer was washed twice with water
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-a0f8d3f0075244daa1b95ad80bd0c657
Source dataset
uspto-grants-2011_07
Patent number
US07981912B2

Reaction notes

Loading…