Hydrochloric Acid → HCID 57887226, compound

HRID 1819512Notes

Reaction equation

HRID 1819512 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([C:8](=[O:30])[NH:9][C:10]2[S:11][CH:12]=[C:13]([C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([CH:21]([O:27][CH3:28])[CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[C:16]=3[F:29])[N:14]=2)[CH:5]=[C:4]([F:31])[C:3]=1/[CH:32]=[C:33](\[O:38][CH3:39])/[C:34]([O:36]C)=[O:35].Cl>C1COCC1.CO.[OH-].[Na+]>[F:1][C:2]1[CH:7]=[C:6]([C:8](=[O:30])[NH:9][C:10]2[S:11][CH:12]=[C:13]([C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([CH:21]([O:27][CH3:28])[CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[C:16]=3[F:29])[N:14]=2)[CH:5]=[C:4]([F:31])[C:3]=1/[CH:32]=[C:33](\[O:38][CH3:39])/[C:34]([OH:36])=[O:35]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 57887232HCID 57887232, compound

Product 1

HCID 57887226HCID 57887226, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolventHCID 14798Sodium HydroxideSolvent

Procedure

Methyl (Z)-3-(2,6-difluoro-4-{4-[2-fluoro-3-(1-methyloxyhexyl)phenyl]thiazol-2-ylcarbamoyl}phenyl)-2-methyloxyacrylate (630 mg) was dissolved in a mixture of THF (2 mL), methanol (2 mL), and 2N sodium hydroxide aqueous solution (2 mL), and the mixture was stirred at room temperature for 3 h. The reaction mixture was acidified with hydrochloric acid, and the reaction mixture was extracted with ethyl acetate. The organic layer was washed with water, and brine, dried over magnesium sulfate, evaporated. The obtained residue was recrystallized from ethyl acetate to obtain the compound (B533) 590 mg.

Workup

  1. extractionthe reaction mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water, and brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated
  5. customThe obtained residue was recrystallized from ethyl acetate
  6. customto obtain the compound (B533) 590 mg

Sources & evidence

ORD record
ord-fcfed336cc9f40a3808abef359eca736
Source dataset
uspto-grants-2009_10
Patent number
US07601746B2

Reaction notes

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