Hydrochloric Acid → HCID 11951969, compound

HRID 661015Notes

Reaction equation

HRID 661015 reaction equation
C[O:2][C:3](=[O:38])[CH2:4][CH2:5][NH:6][C:7]([C:9]1[S:10][C:11]([CH:14]([O:19][C:20]2[CH:25]=[C:24]([CH3:26])[C:23]([C:27]3[CH:32]=[CH:31][C:30]([C:33]([F:36])([F:35])[F:34])=[CH:29][CH:28]=3)=[C:22]([CH3:37])[CH:21]=2)[CH2:15][CH:16]([CH3:18])[CH3:17])=[CH:12][CH:13]=1)=[O:8].[OH-].[Na+].Cl>CO>[CH3:26][C:24]1[CH:25]=[C:20]([O:19][CH:14]([C:11]2[S:10][C:9]([C:7]([NH:6][CH2:5][CH2:4][C:3]([OH:38])=[O:2])=[O:8])=[CH:13][CH:12]=2)[CH2:15][CH:16]([CH3:18])[CH3:17])[CH:21]=[C:22]([CH3:37])[C:23]=1[C:27]1[CH:32]=[CH:31][C:30]([C:33]([F:34])([F:35])[F:36])=[CH:29][CH:28]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67484996HCID 67484996, compound

Product 1

HCID 11951969HCID 11951969, compoundYield 160.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 3-({5-[1-(2,6-dimethyl-4′-trifluoromethyl-biphenyl-4-yloxy)-3-methyl-butyl]-thiophene-2-carbonyl}-amino)-propionic acid methyl ester (Isomer 1) (91 mg, 0.166 mmol) in methanol (1.66 mL) is treated with 5N NaOH (0.166 mL) and shaken at rt for 2 h. The reaction is neutralized with 1N HCl (0.170 mL), and extracted into ethyl acetate (2×). The combined organic layers are dried and concentrated, giving the title compound (142 mg). MS (ES): 534.4 [M+H]+.

Workup

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

Sources & evidence

ORD record
ord-a5696a22daf24e0a88eb7805871d53e5
Source dataset
uspto-grants-2011_12
Patent number
US08084489B2

Reaction notes

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