Sodium Hydroxide → HCID 90408206, compound

HRID 871094Notes

Reaction equation

HRID 871094 reaction equation
[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:17]3[C:18]4[CH:25]=[C:24]([C:26]5[CH2:31][CH2:30][N:29]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:28][CH:27]=5)[N:23](S(C5C=CC=CC=5)(=O)=O)[C:19]=4[N:20]=[CH:21][N:22]=3)[CH:15]=2)[C:10]([C:48]#[N:49])=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>O1CCCC1.CO.O>[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:17]3[C:18]4[CH:25]=[C:24]([C:26]5[CH2:31][CH2:30][N:29]([C:32]([O:34][C:35]([CH3:36])([CH3:38])[CH3:37])=[O:33])[CH2:28][CH:27]=5)[NH:23][C:19]=4[N:20]=[CH:21][N:22]=3)[CH:15]=2)[C:10]([C:48]#[N:49])=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 2

HCID 14798Sodium HydroxideHCID 90408200HCID 90408200, compound

Product 1

HCID 90408206HCID 90408206, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of Example 22C (500 mg, 0.75 mmol) in tetrahydrofuran (5 mL) and methanol (3 mL) was added 1M sodium hydroxide (2.24 mL, 2.24 mmol) and the mixture was stirred at 50° C. overnight. The mixture was diluted with water, extracted with dichloromethane, dried over sodium sulfate, filtered, and concentrated to provide the title compound. LCMS: 531.2 (M+H)+.

Workup

  1. extractionextracted with dichloromethane
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-9869f7064db04fa19e6fedfcb0fd4b35
Source dataset
uspto-grants-2015_03
Patent number
US08969375B2

Reaction notes

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