Sodium Hydroxide → HCID 67339086, compound

HRID 1670136Notes

Reaction equation

HRID 1670136 reaction equation
[C:1]([CH2:4][CH2:5][C:6]1[C:18]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][O:25][C:26]2[CH:27]=[C:28]([C:37]3[CH:42]=[CH:41][C:40](F)=[C:39](F)[CH:38]=3)[CH:29]=[C:30]([C:32](=[O:36])[N:33](C)[CH3:34])[CH:31]=2)=[CH:17][CH:16]=[CH:15][C:7]=1[O:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])([OH:3])=[O:2].C(OC(=O)CCCOC1C=CC=C(CCCCCCOC2C=C(C3C=CC=CC=3)C=C(C(=O)NC[C:75]3[CH:80]=[CH:79][CH:78]=[CH:77][C:76]=3[O:81][CH:82]([F:84])[F:83])C=2)C=1CCC(=O)NOCC)C.[OH-].[Na+]>C1COCC1.CCO>[C:1]([CH2:4][CH2:5][C:6]1[C:18]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][O:25][C:26]2[CH:27]=[C:28]([C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=3)[CH:29]=[C:30]([C:32](=[O:36])[NH:33][CH2:34][C:75]3[CH:80]=[CH:79][CH:78]=[CH:77][C:76]=3[O:81][CH:82]([F:84])[F:83])[CH:31]=2)=[CH:17][CH:16]=[CH:15][C:7]=1[O:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])([OH:3])=[O:2]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 67340549HCID 67340549, compoundHCID 866349474-[3-{6-[5-(2-Difluoromethoxy-benzylcarbamoyl)-bi phenyl-3-yloxy]-hexyl}-2-(2-ethoxycarbamoyl-ethyl)-phenoxy]-butyric acid ethyl ester

Product 1

HCID 67339086HCID 67339086, compoundYield 80%

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-(2-difluoromethoxy-benzylcarbamoyl)-bi phenyl-3-yloxy]-hexyl}-2-(2-ethoxycarbamoyl-ethyl)-phenoxy]-butyric acid ethyl ester (176 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-[5-(2-difluoromethoxy-benzylcarbamoyl)-biphenyl-3-yloxy]-hexyl}-phenoxy)-butyric acid (129 mg, 80%) as a white amorphous solid.

Sources & evidence

ORD record
ord-d2e054cdbd4e4700af3cb24b03b8a414
Source dataset
uspto-grants-2011_08
Patent number
US07989454B2

Reaction notes

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