Hydrochloric Acid → HCID 10462864, compound

HRID 1160431Notes

Reaction equation

HRID 1160431 reaction equation
C[O:2][C:3](=[O:54])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([S:12][CH2:13][CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]3[CH:27]=[CH:26][C:25]([CH2:28][CH2:29][CH2:30][S:31][C:32]4[CH:37]=[CH:36][C:35]([O:38][CH2:39][C:40]([O:42]C)=[O:41])=[C:34]([CH3:44])[CH:33]=4)=[CH:24][C:23]=3[C:45]([F:48])([F:47])[F:46])=[C:18]([C:49]([F:52])([F:51])[F:50])[CH:17]=2)=[CH:8][C:7]=1[CH3:53].[OH-].[Na+].O.Cl>C(O)C>[C:40]([CH2:39][O:38][C:35]1[CH:36]=[CH:37][C:32]([S:31][CH2:30][CH2:29][CH2:28][C:25]2[CH:26]=[CH:27][C:22]([C:19]3[CH:20]=[CH:21][C:16]([CH2:15][CH2:14][CH2:13][S:12][C:9]4[CH:10]=[CH:11][C:6]([O:5][CH2:4][C:3]([OH:54])=[O:2])=[C:7]([CH3:53])[CH:8]=4)=[CH:17][C:18]=3[C:49]([F:50])([F:51])[F:52])=[C:23]([C:45]([F:48])([F:47])[F:46])[CH:24]=2)=[CH:33][C:34]=1[CH3:44])([OH:42])=[O:41]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 10463020HCID 10463020, compound

Product 1

HCID 10462864HCID 10462864, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of [4-(3-{4′-[3-(4-methoxycarbonylmethoxy-3-methyl-phenylsulfanyl)-propyl]-2,2′-bis-trifluoromethyl-biphenyl-4-yl}-propylsulfanyl)-2-methyl-phenoxy]-acetic acid methyl ester (example 25) (102 mg, 0.12 mmol) in ethanol (5 ml) was added aqueous 1N NaOH (0.5 ml). The reaction mixture was stirred for 3 hours at room temperature and the evaporated. Water (10 ml) and 1 N HCl (0.6 ml) was added to the residue and the mixture was extracted with methylene chloride (2×30 ml). The combined organic phases were dried (MgSO4), filtered and evaporated to give the title compound in 96 mg (98%) yield.

Workup

  1. extractionthe mixture was extracted with methylene chloride (2×30 ml)
  2. dry with materialThe combined organic phases were dried (MgSO4)
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-87904a437b4b4f17b11772034c6aa3a9
Source dataset
uspto-grants-2010_10
Patent number
US07816385B2

Reaction notes

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