Sodium Hydroxide → HCID 67340284, compound

HRID 1670139Notes

Reaction equation

HRID 1670139 reaction equation
C(CCC1C(CCCCCCOC2C=C(C3C=CC(F)=C(F)C=3)C=C(C(=O)N(C)C)C=2)=CC=CC=1OCCCC(O)=O)(O)=O.C([O:47][C:48](=[O:98])[CH2:49][CH2:50][CH2:51][O:52][C:53]1[CH:58]=[CH:57][CH:56]=[C:55]([CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][O:65][C:66]2[CH:71]=[C:70]([C:72]3[CH:76]=[CH:75][S:74][CH:73]=3)[CH:69]=[C:68]([C:77](=[O:90])[NH:78][CH2:79][C:80]3[CH:85]=[CH:84][CH:83]=[CH:82][C:81]=3[O:86][CH:87]([F:89])[F:88])[CH:67]=2)[C:54]=1[CH2:91][CH2:92][C:93]([O:95]CC)=[O:94])C.[OH-].[Na+]>C1COCC1.CCO>[C:93]([CH2:92][CH2:91][C:54]1[C:55]([CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][O:65][C:66]2[CH:71]=[C:70]([C:72]3[CH:76]=[CH:75][S:74][CH:73]=3)[CH:69]=[C:68]([C:77](=[O:90])[NH:78][CH2:79][C:80]3[CH:85]=[CH:84][CH:83]=[CH:82][C:81]=3[O:86][CH:87]([F:88])[F:89])[CH:67]=2)=[CH:56][CH:57]=[CH:58][C:53]=1[O:52][CH2:51][CH2:50][CH2:49][C:48]([OH:98])=[O:47])([OH:95])=[O:94]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 67340252HCID 67340252, compoundHCID 67340549HCID 67340549, compound

Product 1

HCID 67340284HCID 67340284, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared by the same method as 4-{2-(2-carboxy-ethyl)-3-[6-(5-dimethylcarbamoyl-3′,4′-difluoro-biphenyl-3-yloxy)-hexyl]-phenoxy}-butyric acid starting from 4-[3-{6-[3-(2-difluoromethoxy-benzylcarbamoyl)-5-thiophen-3-yl-phenoxy]-hexyl}-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (177 mg, 0.23 mmol) and 1.0 N aqueous NaOH (5 mL) in THF (5 mL) and EtOH (5 mL) to afford 4-(2-(2-carboxy-ethyl)-3-{6-[3-(2-difluoromethoxy-benzylcarbamoyl)-5-thiophen-3-yl-phenoxy]-hexyl}-phenoxy)-butyric acid (158 mg, 97%) as a dark brown solid.

Sources & evidence

ORD record
ord-741970b741384554bbb9cb9ec431df61
Source dataset
uspto-grants-2011_08
Patent number
US07989454B2

Reaction notes

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