Hydrochloric Acid → HCID 118061655, compound

HRID 632819Notes

Reaction equation

HRID 632819 reaction equation
[C:1]([O:5][C:6]([N:8]([CH2:25][CH:26]([F:28])[F:27])[C:9]1[CH:14]=[C:13]([C:15]2[O:16][CH:17]=[C:18]([C:20]([O:22]CC)=[O:21])[N:19]=2)[CH:12]=[CH:11][N:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].Cl>CO>[C:1]([O:5][C:6]([N:8]([CH2:25][CH:26]([F:28])[F:27])[C:9]1[CH:14]=[C:13]([C:15]2[O:16][CH:17]=[C:18]([C:20]([OH:22])=[O:21])[N:19]=2)[CH:12]=[CH:11][N:10]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 118061046HCID 118061046, compound

Product 1

HCID 118061655HCID 118061655, compoundYield 88.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of ethyl 2-(2-((tert-butoxycarbonyl)(2,2-difluoroethyl)amino)pyridin-4-yl)-1,3-oxazole-4-carboxylate (69.4 mg) in methanol (5 mL) was added 1M aqueous sodium hydroxide solution (1.5 mL), and the mixture was stirred for 45 min. The reaction mixture was neutralized with 1M hydrochloric acid, and the methanol was evaporated under reduced pressure. The residue was extracted with ethyl acetate, the extract was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (57.1 mg).

Workup

  1. customthe methanol was evaporated under reduced pressure
  2. extractionThe residue was extracted with ethyl acetate
  3. dry with materialthe extract was dried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-cafefb44371a41509956b4746d499325
Source dataset
uspto-grants-2016_04
Patent number
US09321757B2

Reaction notes

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