Hydrochloric Acid → HCID 11951967, compound

HRID 661011Notes

Reaction equation

HRID 661011 reaction equation
C[O:2][C:3](=[O:36])[CH2:4][CH2:5][NH:6][C:7]([C:9]1[S:10][C:11]([CH:14]([O:17][C:18]2[CH:23]=[C:22]([CH3:24])[C:21]([C:25]3[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=3)=[C:20]([CH3:35])[CH:19]=2)[CH2:15][CH3:16])=[CH:12][CH:13]=1)=[O:8].[OH-].[Na+].Cl>CO>[CH3:24][C:22]1[CH:23]=[C:18]([O:17][CH:14]([C:11]2[S:10][C:9]([C:7]([NH:6][CH2:5][CH2:4][C:3]([OH:36])=[O:2])=[O:8])=[CH:13][CH:12]=2)[CH2:15][CH3:16])[CH:19]=[C:20]([CH3:35])[C:21]=1[C:25]1[CH:30]=[CH:29][C:28]([C:31]([F:32])([F:33])[F:34])=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67484918HCID 67484918, compound

Product 1

HCID 11951967HCID 11951967, compoundYield 98.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 3-({5-[1-(2,6-dimethyl-4′-trifluoromethyl-biphenyl-4-yloxy)-propyl]-thiophene-2-carbonyl}-amino)-propionic acid methyl ester (chiral Isomer 1) (79.6 mg, 0.153 mmol) in methanol (1.54 mL) is treated with 5N NaOH (0.154 mL) and shaken at rt overnight. The reaction is neutralized with 1N HCl (0.158 mL), and extracted into ethyl acetate (2×). The combined organic layers are dried and concentrated, giving the title compound (76 mg). MS (ES): 506.4 [M+H]+.

Workup

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

Sources & evidence

ORD record
ord-cfd1607693c64bf4accf797619540a40
Source dataset
uspto-grants-2011_12
Patent number
US08084489B2

Reaction notes

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