Hydrochloric Acid → HCID 71093738, compound

HRID 1409711Notes

Reaction equation

HRID 1409711 reaction equation
C[O:2][C:3]([C:5]1(OC)[O:9][N:8]=[C:7]([C:10]2[CH:15]=[CH:14][C:13]([C:16]#[N:17])=[CH:12][C:11]=2[F:18])[CH2:6]1)=[O:4].[OH-].[Na+].Cl>O1CCCC1>[C:16]([C:13]1[CH:14]=[CH:15][C:10]([C:7]2[CH:6]=[C:5]([C:3]([OH:4])=[O:2])[O:9][N:8]=2)=[C:11]([F:18])[CH:12]=1)#[N:17]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 866861563-(4-Cyano-2-fluoro-phenyl)-5-methoxy-4,5-dihydro-isoxazole-5-carboxylic acid methyl ester

Product 1

HCID 71093738HCID 71093738, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 3-(4-cyano-2-fluoro-phenyl)-5-methoxy-4,5-dihydro-isoxazole-5-carboxylic acid methyl ester (172 mg), 1N aqueous NaOH solution (2 mL), and tetrahydrofuran (5 mL) is stirred at room temperature for 3 h. The reaction mixture is acidified with 1 N hydrochloric acid (approximately pH 3) and concentrated in vacuo. The residue is triturated with water and the precipitate is filtered off and dried to give the title compound. LC (method 18): tR=0.38 min; Mass spectrum (ESI−): m/z=231 [M−H]−.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue is triturated with water
  3. filtrationthe precipitate is filtered off
  4. customdried

Sources & evidence

ORD record
ord-2edb0fb4e3dd43f7aed6105505f3c49a
Source dataset
uspto-grants-2014_12
Patent number
US08921398B2

Reaction notes

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