Sodium Hydroxide → HCID 67338065, compound

HRID 1670137Notes

Reaction equation

HRID 1670137 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:102])[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](=[O:85])[NH:73][CH2:74][C:75]3[CH:80]=[CH:79][CH:78]=[CH:77][C:76]=3[O:81][CH:82]([F:84])[F:83])[CH:69]=[C:68]([C:86]3[CH:94]=[CH:93][C:89]4[O:90][CH2:91][O:92][C:88]=4[CH:87]=3)[CH:67]=2)[C:54]=1[CH2:95][CH2:96][C:97]([O:99]CC)=[O:98])C.[OH-].[Na+]>C1COCC1.CCO>[O:90]1[C:89]2[CH:93]=[CH:94][C:86]([C:68]3[CH:67]=[C:66]([CH:71]=[C:70]([C:72](=[O:85])[NH:73][CH2:74][C:75]4[CH:80]=[CH:79][CH:78]=[CH:77][C:76]=4[O:81][CH:82]([F:83])[F:84])[CH:69]=3)[O:65][CH2:64][CH2:63][CH2:62][CH2:61][CH2:60][CH2:59][C:55]3[C:54]([CH2:95][CH2:96][C:97]([OH:99])=[O:98])=[C:53]([CH:58]=[CH:57][CH:56]=3)[O:52][CH2:51][CH2:50][CH2:49][C:48]([OH:102])=[O:47])=[CH:87][C:88]=2[O:92][CH2:91]1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 673384904-[3-{6-[3-Benzo[1,3]dioxol-5-yl-5-(2-difluoromethoxy-benzylcarbamoyl)-phenoxy]-hexyl}-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl esterHCID 67340549HCID 67340549, compound

Product 1

HCID 67338065HCID 67338065, compoundYield 87%

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-benzo[1,3]dioxol-5-yl-5-(2-difluoromethoxy-benzylcarbamoyl)-phenoxy]-hexyl}-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (167 mg, 0.2 mmol) and 1.0 N aqueous NaOH (5 mL) in THF (5 mL) and EtOH (5 mL) to afford 4-[3-{6-[3-benzo[1,3]dioxol-5-yl-5-(2-difluoromethoxy-benzyl carbamoyl)-phenoxy]-hexyl}-2-(2-carboxy-ethyl)-phenoxy]-butyric acid (130 mg, 87%) as a white amorphous solid.

Sources & evidence

ORD record
ord-ff2c462420004e4b8226ab1c4f239302
Source dataset
uspto-grants-2011_08
Patent number
US07989454B2

Reaction notes

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