HCID 90412520, compound → HCID 90414635, compound

HRID 1521945Notes

Reaction equation

HRID 1521945 reaction equation
[Cl:1][C:2]1[C:3]([C:16]2[CH:21]=[CH:20][N:19]=[C:18]3[N:22](S(C4C=CC(C)=CC=4)(=O)=O)[C:23]([CH:25]4[CH2:29][CH2:28][N:27]([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:26]4)=[CH:24][C:17]=23)=[N:4][C:5]([NH:8][CH2:9][CH:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)=[CH:6][CH:7]=1>O1CCOCC1.[OH-].[Na+].O.C(OCC)(=O)C>[Cl:1][C:2]1[C:3]([C:16]2[CH:21]=[CH:20][N:19]=[C:18]3[NH:22][C:23]([CH:25]4[CH2:29][CH2:28][N:27]([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:26]4)=[CH:24][C:17]=23)=[N:4][C:5]([NH:8][CH2:9][CH:10]2[CH2:11][CH2:12][O:13][CH2:14][CH2:15]2)=[CH:6][CH:7]=1

Participants

6

Reactant 1

HCID 90412520HCID 90412520, compound

Product 1

HCID 90414635HCID 90414635, compound

Reagents, catalysts & solvents 4

HCID 962WaterSolventHCID 8857Ethyl AcetateSolventHCID 14798Sodium HydroxideSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of Example 65C (150 mg, 0.225 mmol) in dioxane (3 mL) and 10N aqueous sodium hydroxide (0.225 mL) was heated in sealed tube at 100° C. for 3 hours. The mixture was diluted with water and ethyl acetate. The organic layer was washed with water and brine (25 mL each), dried over sodium sulfate, filtered and concentrated to afford the title compound. LCMS: 512.55 (M+H)+.

Workup

  1. washThe organic layer was washed with water and brine (25 mL each)
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-4523406c0cb8469bb9ba845a70907821
Source dataset
uspto-grants-2015_07
Patent number
US09073922B2

Reaction notes

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