Hydrochloric Acid → HCID 67090453, compound

HRID 2075443Notes

Reaction equation

HRID 2075443 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3](/[CH:10]=[CH:11]/[C:12]2[CH:30]=[CH:29][C:15]([C:16]([N:18]3[CH2:23][CH2:22][CH:21]([C:24]([O:26]CC)=[O:25])[CH2:20][CH2:19]3)=[O:17])=[CH:14][CH:13]=2)=[N:2]1.[OH-].[Na+].Cl>C(O)C>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3](/[CH:10]=[CH:11]/[C:12]2[CH:13]=[CH:14][C:15]([C:16]([N:18]3[CH2:19][CH2:20][CH:21]([C:24]([OH:26])=[O:25])[CH2:22][CH2:23]3)=[O:17])=[CH:29][CH:30]=2)=[N:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67090541HCID 67090541, compound

Product 1

HCID 67090453HCID 67090453, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Compound 49 (1.0 g, 2.80 mmol) was dissolved in ethanol (40 mL), then the solution was added with 2 mol/L aqueous sodium hydroxide solution (15.0 mL) at 0° C., and was warmed to room temperature. After stirring for 6 hours, the reaction mixture was neutralized with 2 mol/L hydrochloric acid and was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and was concentrated. The residue was recrystallized from ethyl acetate and methanol to obtain Compound 50 (654 mg, 70%).

Workup

  1. extractionwas extracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. concentrationwas concentrated
  4. customThe residue was recrystallized from ethyl acetate and methanol

Sources & evidence

ORD record
ord-9570cd8a3c4a45dca9c3e30821861a35
Source dataset
uspto-grants-2011_04
Patent number
US07919517B2

Reaction notes

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