Hydrochloric Acid → HCID 89650340, compound

HRID 1479053Notes

Reaction equation

HRID 1479053 reaction equation
[OH-].[Na+].C[O:4][C:5](=[O:22])[C:6]1[CH:11]=[C:10]([F:12])[CH:9]=[CH:8][C:7]=1[O:13][CH2:14][CH2:15][C:16]1[N:17]=[N:18][CH:19]=[CH:20][CH:21]=1.Cl>O>[F:12][C:10]1[CH:9]=[CH:8][C:7]([O:13][CH2:14][CH2:15][C:16]2[N:17]=[N:18][CH:19]=[CH:20][CH:21]=2)=[C:6]([CH:11]=1)[C:5]([OH:22])=[O:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 89650120HCID 89650120, compound

Product 1

HCID 89650340HCID 89650340, compoundYield 98.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

NaOH (87 mg; 2.17 mmol; 10 eq.) was added to a solution of 5-fluoro-2-(2-pyridazin-3-yl-ethoxy)-benzoic acid methyl ester (60 mg; 0.22 mmol; 1 eq.) on THF (1 mL) and the reaction mixture was stirred at room temperature for 16 hours. The solution was diluted with water acidified with 0.1M HCl and extracted with DCM (3×). The combined organics were dried over magnesium sulfate and concentrated in vacuo to give the title compound (57 mg, quantitative) as a yellow solid which was used without further purification. UPLC/MS: (MS+) 263.2 ([M+H]+).

Workup

  1. extractionextracted with DCM (3×)
  2. dry with materialThe combined organics were dried over magnesium sulfate
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a82c7ad970b34b94b88e70f156dff790
Source dataset
uspto-grants-2016_08
Patent number
US09403835B2

Reaction notes

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