Hydrochloric Acid → HCID 117738517, compound

HRID 1754868Notes

Reaction equation

HRID 1754868 reaction equation
[OH-].[Na+].[F:3][C:4]1[C:5]([C:18]([O:20]C)=[O:19])=[N:6][CH:7]=[C:8]([O:10][CH2:11][C:12]([F:17])([F:16])[CH:13]([F:15])[F:14])[CH:9]=1.Cl.O1CCOCC1>C1COCC1>[F:3][C:4]1[C:5]([C:18]([OH:20])=[O:19])=[N:6][CH:7]=[C:8]([O:10][CH2:11][C:12]([F:16])([F:17])[CH:13]([F:15])[F:14])[CH:9]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 117738250HCID 117738250, compound

Product 1

HCID 117738517HCID 117738517, compoundYield 116.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Sodium hydroxide (2 M in water, 2 mL, 4.0 mmol) is added to a solution of methyl 3-fluoro-5-(2,2,3,3-tetrafluoropropoxyl)pyridine-2-carboxylate (430 mg, 0.1.51 mmol) in THF (15 mL). The reaction is stirred at room temperature for 18 hours. The reaction is quenched by the addition of 4 M HCl in dioxane (1.25 mL, 5 mmol) and the solution concentrated to give the crude title compound (476 mg, 99%). ES/MS (m/e): 222.0 (M+1).

Workup

  1. concentrationthe solution concentrated

Sources & evidence

ORD record
ord-129f18206f0f4bb88a61f3f235226dd8
Source dataset
uspto-grants-2015_10
Patent number
US09169271B2

Reaction notes

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