Hydrochloric Acid → 3-(3-((Acetyl(2-(2,2-dimethylpropyl)-2'-fluoro-5'-methoxybiphenyl-4-yl)amino)methyl)phenyl)-3-cyclopropylpropanoic acid

HRID 1049430Notes

Reaction equation

[CH:1]1([CH:4]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([CH2:17][N:18]([C:22]3[CH:27]=[CH:26][C:25]([C:28]4[CH:33]=[C:32]([O:34][CH3:35])[CH:31]=[CH:30][C:29]=4[F:36])=[C:24]([CH2:37][C:38]([CH3:41])([CH3:40])[CH3:39])[CH:23]=3)[C:19](=[O:21])[CH3:20])[CH:12]=2)[CH2:5][C:6]([O:8]CC)=[O:7])[CH2:3][CH2:2]1.[OH-].[Na+].Cl>C(O)C>[C:19]([N:18]([CH2:17][C:13]1[CH:12]=[C:11]([CH:4]([CH:1]2[CH2:3][CH2:2]2)[CH2:5][C:6]([OH:8])=[O:7])[CH:16]=[CH:15][CH:14]=1)[C:22]1[CH:27]=[CH:26][C:25]([C:28]2[CH:33]=[C:32]([O:34][CH3:35])[CH:31]=[CH:30][C:29]=2[F:36])=[C:24]([CH2:37][C:38]([CH3:39])([CH3:41])[CH3:40])[CH:23]=1)(=[O:21])[CH3:20]

Participants

Conditions

Temperature: 50 °C

Procedure

To a solution of ethyl 3-cyclopropyl-3-(3-((N-(2′-fluoro-5′-methoxy-2-neopentyl-[1,1′-biphenyl]-4-yl)acetamido)methyl)phenyl)propanoate (104 mg) in ethanol (1.9 mL) was added 2N aqueous sodium hydroxide solution (466 μL) at room temperature, and the mixture was stirred at 50° C. for 2 hr. The reaction mixture was neutralized with 1N hydrochloric acid at 0° C., and extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure to give the title compound (99 mg) as a white amorphous solid.

Workup

extractionextracted with ethyl acetate
dry with materialThe extract was dried over anhydrous sodium sulfate
customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record: ord-7209a78831cb49cbb4790158c46ce6b7
Source dataset: uspto-grants-2016_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09382188B2

Reaction notes

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