Hydrochloric Acid → HCID 66891008, compound

HRID 456238Notes

Reaction equation

HRID 456238 reaction equation
C[O:2][C:3](=[O:37])[CH2:4][C:5]1[CH:6]=[C:7]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][C:14]=2[CH2:23][N:24]2[C@@H:28]3[C:29]4[CH:30]=[CH:31][CH:32]=[CH:33][C:34]=4[CH2:35][C@@H:27]3[O:26][C:25]2=[O:36])[C:8]([O:11][CH3:12])=[CH:9][CH:10]=1.Cl>C1COCC1.CO.[OH-].[Na+]>[CH3:12][O:11][C:8]1[C:7]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:21])([F:20])[F:22])=[CH:15][C:14]=2[CH2:23][N:24]2[C@@H:28]3[C:29]4[CH:30]=[CH:31][CH:32]=[CH:33][C:34]=4[CH2:35][C@@H:27]3[O:26][C:25]2=[O:36])=[CH:6][C:5]([CH2:4][C:3]([OH:37])=[O:2])=[CH:10][CH:9]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 66891582HCID 66891582, compound

Product 1

HCID 66891008HCID 66891008, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolventHCID 14798Sodium HydroxideSolvent

Procedure

To [6-methoxy-2′-((3aR,8aS)-2-oxo-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-ylmethyl)-4′-trifluoromethyl-biphenyl-3-yl]-acetic acid methyl ester (0.091 g, 0.18 mmol) in THF (0.9 mL) and MeOH (0.7 mL) was added IN aqueous NaOH (0.45 mL), and the reaction was stirred at room temperature for 2 hours. The mixture was acidified with 1N aqueous HCl and extracted with CH2Cl2. The combined organic layers were washed with H2O, dried over MgSO4, filtered, and concentrated to give the title compound. M+H is 498.

Workup

  1. extractionextracted with CH2Cl2
  2. washThe combined organic layers were washed with H2O
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-99f55482514c48cc9421fd5cc64be5d6
Source dataset
uspto-grants-2013_07
Patent number
US08497381B2

Reaction notes

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