Sodium Hydroxide → HCID 67339815, compound

HRID 1670131Notes

Reaction equation

HRID 1670131 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:92])[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:67]=[C:68]([C:77]3[CH:82]=[CH:81][C:80]([F:83])=[C:79]([OH:84])[CH:78]=3)[CH:69]=[C:70]([C:72](=[O:76])[N:73]([CH3:75])[CH3:74])[CH:71]=2)[C:54]=1[CH2:85][CH2:86][C:87]([O:89]CC)=[O:88])C.[OH-].[Na+]>C1COCC1.CCO>[C:87]([CH2:86][CH2:85][C:54]1[C:55]([CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][O:65][C:66]2[CH:67]=[C:68]([C:77]3[CH:82]=[CH:81][C:80]([F:83])=[C:79]([OH:84])[CH:78]=3)[CH:69]=[C:70]([C:72](=[O:76])[N:73]([CH3:75])[CH3:74])[CH:71]=2)=[CH:56][CH:57]=[CH:58][C:53]=1[O:52][CH2:51][CH2:50][CH2:49][C:48]([OH:92])=[O:47])([OH:89])=[O:88]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 67339962HCID 67339962, compoundHCID 67340549HCID 67340549, compound

Product 1

HCID 67339815HCID 67339815, compoundYield 92.4%

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-(5-dimethylcarbamoyl-4′-fluoro-3′-hydroxy-biphenyl-3-yloxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy}-butyric acid ethyl ester (142 mg, 0.213 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-(5-dimethylcarbamoyl-4′-fluoro-3′-hydroxy-biphenyl-3-yloxy)-hexyl]-phenoxy}-butyric acid (120 mg, 92%) as a white amorphous solid.

Sources & evidence

ORD record
ord-72fe104e14ae4debad481085d750739f
Source dataset
uspto-grants-2011_08
Patent number
US07989454B2

Reaction notes

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