Hydrochloric Acid → HCID 66939544, compound

HRID 1257470Notes

Reaction equation

HRID 1257470 reaction equation
[OH:1][CH:2]([C:12]1[S:13][CH:14]=[C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=2)[N:16]=1)N1C=C(C(OC)=O)C=N1.[OH-:27].[Na+].Cl.[CH2:30]([OH:32])[CH3:31]>>[OH:1][CH:2]([C:12]1[S:13][CH:14]=[C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:24])([F:25])[F:26])[CH:18]=2)[N:16]=1)[C:17]1[CH:18]=[CH:19][C:31]([C:30]([OH:27])=[O:32])=[CH:14][CH:15]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 66939542HCID 66939542, compound

Product 1

HCID 66939544HCID 66939544, compound

Procedure

A mixture of the compound (0.65 g) obtained in Example 198b, 2N aqueous sodium hydroxide solution (10 mL) and ethanol (10 mL) was stirred at room temperature for 4 hr. To the reaction mixture was added 1N hydrochloric acid, and the mixture was adjusted to pH 2-3 and extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by preparative liquid chromatography to give the title compound (0.21 g) as a colorless solid.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with saturated brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by preparative liquid chromatography

Sources & evidence

ORD record
ord-f5096f515c914b53b3a7857f191d930a
Source dataset
uspto-grants-2013_06
Patent number
US08461348B2

Reaction notes

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