Hydrochloric Acid → HCID 24765243, compound

HRID 658316Notes

Reaction equation

HRID 658316 reaction equation
C([O:3][C:4](=[O:40])[CH2:5][CH2:6][NH:7][C:8](=[O:39])[C:9]1[CH:14]=[CH:13][C:12]([CH:15]([CH2:19][O:20][C:21]2[CH:26]=[C:25]([CH3:27])[C:24]([C:28]3[CH:33]=[CH:32][C:31]([C:34]([F:37])([F:36])[F:35])=[CH:30][CH:29]=3)=[C:23]([CH3:38])[CH:22]=2)[CH:16]([CH3:18])[CH3:17])=[CH:11][CH:10]=1)C.[OH-].[Na+].Cl>O1CCCC1.C(OCC)C.O>[CH3:38][C:23]1[CH:22]=[C:21]([O:20][CH2:19][CH:15]([C:12]2[CH:13]=[CH:14][C:9]([C:8]([NH:7][CH2:6][CH2:5][C:4]([OH:40])=[O:3])=[O:39])=[CH:10][CH:11]=2)[CH:16]([CH3:18])[CH3:17])[CH:26]=[C:25]([CH3:27])[C:24]=1[C:28]1[CH:33]=[CH:32][C:31]([C:34]([F:35])([F:37])[F:36])=[CH:30][CH:29]=1

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67485768HCID 67485768, compound

Product 1

HCID 24765243HCID 24765243, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

Racemic 3-{4-[1-(2,6-dimethyl-4′-trifluoromethyl-biphenyl-4-yloxymethyl)-2-methyl-propyl]-benzoylamino}-propionic acid ethyl ester (50 mg, 0.09 mmol) is dissolved in tetrahydrofuran (1 mL) and 5N sodium hydroxide (1 mL) is added. The reaction may be monitored by HPLC. After a period of 3 h, the reaction is neutralized with 5N HCl (1 mL), and diluted with diethyl ether and water. The two phases are separated, and the organic layer is washed, dried, and concentrated to provide the title compound without further purification. MS (ES): 526.2 [M+H]−.

Workup

  1. customThe reaction
  2. customThe two phases are separated
  3. washthe organic layer is washed
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-a5a0126e2ee74a2bab645b1862eabd3a
Source dataset
uspto-grants-2011_12
Patent number
US08076374B2

Reaction notes

Loading…