Hydrochloric Acid → HCID 70817556, compound

HRID 2405955Notes

Reaction equation

HRID 2405955 reaction equation
[CH3:1][C@@:2]([S:22]([CH3:25])(=[O:24])=[O:23])([CH2:8][CH2:9][N:10]1[C:14]([CH3:15])=[C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:12]=[N:11]1)[C:3]([O:5]CC)=[O:4].C[C@@](S(C)(=O)=O)(CCN1C(C2C=CC=CC=2)=C(C)N=N1)C(OCC)=O.[Li+].[OH-].Cl>C1COCC1.O>[CH3:1][C@@:2]([S:22]([CH3:25])(=[O:23])=[O:24])([CH2:8][CH2:9][N:10]1[C:14]([CH3:15])=[C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:12]=[N:11]1)[C:3]([OH:5])=[O:4]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 86710254HCID 86710254, compoundHCID 86710255HCID 86710255, compound

Product 1

HCID 70817556HCID 70817556, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of the mixture of ethyl (2R)-2-methyl-4-(5-methyl-4-phenyl-1H-1,2,3-triazol-1-yl)-2-(methylsulfonyl)butanoate and ethyl (2R)-2-methyl-4-(4-methyl-5-phenyl-1H-1,2,3-triazol-1-yl)-2-(methylsulfonyl)butanoate (150 mg, 0.41 mmol, 1 eq) in THF (5 mL) and water (1 mL) was added LiOH (0.41 mmol, 1 eq) and the reaction mixture was allowed to stir at RT overnight. The reaction mixture was acidified with 1M HCl and extracted with CH2Cl2. The organic layer was dried (MgSO4), filtered and concentrated and the crude product was used in the next step without further purification.

Workup

  1. extractionextracted with CH2Cl2
  2. dry with materialThe organic layer was dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customthe crude product was used in the next step without further purification

Sources & evidence

ORD record
ord-fbe9a4dfcbe54179b09edd0415782c24
Source dataset
uspto-grants-2014_08
Patent number
US08809333B2

Reaction notes

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