Hydrochloric Acid → HCID 11584714, compound

HRID 1669299Notes

Reaction equation

HRID 1669299 reaction equation
C([O:5][C:6](=[O:43])[CH2:7][CH2:8][NH:9][C:10](=[O:42])[C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH:19]([C:26]2[CH:27]=[N:28][C:29]([C:32]3[CH:37]=[CH:36][C:35]([C:38]([F:41])([F:40])[F:39])=[CH:34][CH:33]=3)=[CH:30][CH:31]=2)[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])=[CH:13][CH:12]=1)(C)(C)C.[OH-].[Na+].Cl>C1COCC1>[F:40][C:38]([F:39])([F:41])[C:35]1[CH:34]=[CH:33][C:32]([C:29]2[N:28]=[CH:27][C:26]([CH:19]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:18][O:17][C:14]3[CH:15]=[CH:16][C:11]([C:10]([NH:9][CH2:8][CH2:7][C:6]([OH:43])=[O:5])=[O:42])=[CH:12][CH:13]=3)=[CH:31][CH:30]=2)=[CH:37][CH:36]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67341853HCID 67341853, compound

Product 1

HCID 11584714HCID 11584714, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-(4-{2-[6-(4-Trifluoromethyl-phenyl)-pyridin-3-yl]-octyloxy}-benzoylamino)-propionic acid tert-butyl ester (50 mg) is taken into THF (1.0 mL) and treated with NaOH (1.0 mL, 5.0 N), then refluxed under nitrogen. The reaction mixture is neutralized with HCl (1.0 mL, 5.0 N), extracted with ethyl ether, dried over sodium sulfate. Concentration gives the title compound. MS (ES): 541.19 [M+H]−, the structure is also confirmed by proton NMR.

Workup

  1. temperaturerefluxed under nitrogen
  2. extractionextracted with ethyl ether
  3. dry with materialdried over sodium sulfate
  4. concentrationConcentration

Sources & evidence

ORD record
ord-334caaa98cb2426e9353d7a7511d1b37
Source dataset
uspto-grants-2011_08
Patent number
US07989457B2

Reaction notes

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