Hydrochloric Acid → HCID 58066750, compound

HRID 1036989Notes

Reaction equation

HRID 1036989 reaction equation
[Br:1][C:2]1[S:6][C:5]([C:7]([O:9]CC)=[O:8])=[CH:4][C:3]=1[C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[CH:13]=1.[OH-].[Li+].O.Cl>O1CCCC1>[Br:1][C:2]1[S:6][C:5]([C:7]([OH:9])=[O:8])=[CH:4][C:3]=1[C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[CH:13]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 3939Lithium HydroxideHCID 58066744HCID 58066744, compound

Product 1

HCID 58066750HCID 58066750, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

41.0 mg (0.12 mmol) of the compound from Example 14A are provided in 3 ml of tetrahydrofuran, and 28.4 mg (1.19 mmol) of lithium hydroxide and 0.8 ml of water are added at room temperature. The mixture is stirred at room temperature overnight, a 1N aqueous HCl solution is subsequently added until an acidic pH is obtained, the mixture is extracted three times with dichloromethane and the extracts are dried over sodium sulfate, filtered and concentrated. 35.0 mg (83% of theory) of the title compound are obtained.

Workup

  1. customis obtained
  2. extractionthe mixture is extracted three times with dichloromethane
  3. dry with materialthe extracts are dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-65da20b4ef774560b328627d222895f8
Source dataset
uspto-grants-2013_10
Patent number
US08546438B2

Reaction notes

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