Hydrochloric Acid → HCID 11951967, compound

HRID 661013Notes

Reaction equation

HRID 661013 reaction equation
C[O:2][C:3](=[O:37])[CH2:4][CH2:5][NH:6][C:7]([C:9]1[S:10][C:11]([CH:14]([O:18][C:19]2[CH:24]=[C:23]([CH3:25])[C:22]([C:26]3[CH:31]=[CH:30][C:29]([C:32]([F:35])([F:34])[F:33])=[CH:28][CH:27]=3)=[C:21]([CH3:36])[CH:20]=2)[CH:15](C)[CH3:16])=[CH:12][CH:13]=1)=[O:8].[OH-].[Li+].Cl>C1COCC1>[CH3:25][C:23]1[CH:24]=[C:19]([O:18][CH:14]([C:11]2[S:10][C:9]([C:7]([NH:6][CH2:5][CH2:4][C:3]([OH:37])=[O:2])=[O:8])=[CH:13][CH:12]=2)[CH2:15][CH3:16])[CH:20]=[C:21]([CH3:36])[C:22]=1[C:26]1[CH:31]=[CH:30][C:29]([C:32]([F:33])([F:34])[F:35])=[CH:28][CH:27]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 59355983HCID 59355983, compound

Product 1

HCID 11951967HCID 11951967, compoundYield 96.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3-({5-[1-(2,6-dimethyl-4′-trifluoromethyl-biphenyl-4-yloxy)-2-methyl-propyl]-thiophene-2-carbonyl}-amino)-propionic acid methyl ester (0.0390 mg, 0.0731 mmol) in THF (2.0 mL) is added lithium hydroxide (1N aqueous, 2.0 mL) at rt and stirred overnight. The reaction mixture is acidified with 1 N HCl (2.4 mL), extracted with EtOAc (3×10 mL), dried over MgSO4, filtered, and conc. to provide the title compound (0.0356 g, 94%). MS (ES): 520.0 [M+H]+.

Workup

  1. extractionextracted with EtOAc (3×10 mL)
  2. dry with materialdried over MgSO4
  3. filtrationfiltered

Sources & evidence

ORD record
ord-2c036e5b38304cbbb65bcde9c267e160
Source dataset
uspto-grants-2011_12
Patent number
US08084489B2

Reaction notes

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