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Sodium Hydroxide → 5-(4-Cyano-2-fluorophenyl)-1,2-oxazole-3-carboxylic acid

HRID 1424535
Notes
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Reaction equation

HRID 1424535 reaction equation
C([O:3][C:4]([C:6]1[CH:10]=[C:9]([C:11]2[CH:16]=[CH:15][C:14]([C:17]#[N:18])=[CH:13][C:12]=2[F:19])[O:8][N:7]=1)=[O:5])C.[OH-].[Na+]>O1CCCC1>[C:17]([C:14]1[CH:15]=[CH:16][C:11]([C:9]2[O:8][N:7]=[C:6]([C:4]([OH:5])=[O:3])[CH:10]=2)=[C:12]([F:19])[CH:13]=1)#[N:18]
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 710937335-(4-Cyano-2-fluoro-phenyl)-isoxazole-3-carboxylic acid ethyl ester

Product 1

HCID 710937375-(4-Cyano-2-fluorophenyl)-1,2-oxazole-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound is prepared from 5-(4-cyano-2-fluoro-phenyl)-isoxazole-3-carboxylic acid ethyl ester by treatment with aqueous NaOH solution in tetrahydrofuran. LC (method 4): tR=0.32 min; Mass spectrum (EI): m/z=232 [M]+.

Sources & evidence

ORD record
ord-a698dc6f20ce4061be07a7d5a5907e0b
Source dataset
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08927726B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes