Hydrochloric Acid → HCID 11634204, compound

HRID 1669280Notes

Reaction equation

HRID 1669280 reaction equation
[F:1][C:2]([F:36])([F:35])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([CH:15]([O:18][C:19]3[CH:34]=[CH:33][C:22]([C:23]([NH:25][CH2:26][CH2:27][C:28]([O:30]CC)=[O:29])=[O:24])=[CH:21][CH:20]=3)[CH2:16][CH3:17])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.[OH-].[Na+].Cl>C1COCC1>[F:1][C:2]([F:35])([F:36])[C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:14]=[CH:13][C:12]([CH:15]([O:18][C:19]3[CH:20]=[CH:21][C:22]([C:23]([NH:25][CH2:26][CH2:27][C:28]([OH:30])=[O:29])=[O:24])=[CH:33][CH:34]=3)[CH2:16][CH3:17])=[CH:11][CH:10]=2)=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67343649HCID 67343649, compound

Product 1

HCID 11634204HCID 11634204, compoundYield 90.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of ethyl 3-{4-[1-(4′-trifluoromethylbiphenyl-4-yl)propoxy]benzoylamino}propionate (Isomer 2) (90 mg, 0.185 mmol) in THF (1.85 mL) is treated with 5 N NaOH (0.186 mL) and shaken at RT overnight. The reaction is neutralized with 1 N HCl (0.93 mL), and extracted into dichloromethane (3×). The combined organic layers are dried and concentrated, giving the title compound (79 mg). MS (ES): 472.1 [M+H]+.

Workup

  1. extractionextracted into dichloromethane (3×)
  2. customThe combined organic layers are dried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-60c2ccaec86149ada302ddc28ca031fa
Source dataset
uspto-grants-2011_08
Patent number
US07989457B2

Reaction notes

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