Sodium Hydroxide → HCID 90409207, compound

HRID 516593Notes

Reaction equation

HRID 516593 reaction equation
[NH2:1][C:2]1[C:7]([F:8])=[C:6]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=2)[N:5]=[C:4]([C:18]([O:20]C)=[O:19])[C:3]=1[Cl:22].[OH-].[Na+]>CO>[NH2:1][C:2]1[C:7]([F:8])=[C:6]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=2)[N:5]=[C:4]([C:18]([OH:20])=[O:19])[C:3]=1[Cl:22]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 90409231HCID 90409231, compound

Product 1

HCID 90409207HCID 90409207, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 4-amino-3-chloro-5-fluoro-6-(4-nitrophenyl)picolinate (88 mg, 0.27 mmol) in methanol (MeOH; 3 mL) was added 1 Normal (N) aqueous sodium hydroxide solution (NaOH; 3 mL, 3 mmol). The reaction mixture was stirred for 24 hours (h) at ambient temperature. The solution was then concentrated and acidified with 2 N aqueous hydrochloric acid (HCl) solution. The desired product precipitated out of solution, was collected in a Buchner funnel, and allowed to dry overnight to afford a white solid (84 mg, 100%).

Workup

  1. concentrationThe solution was then concentrated
  2. customThe desired product precipitated out of solution
  3. customwas collected in a Buchner funnel
  4. customto dry overnight

Sources & evidence

ORD record
ord-4389f4bd9e0c412792787c1597b9a28c
Source dataset
uspto-grants-2015_08
Patent number
US09113629B2

Reaction notes

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