Sodium Hydroxide → HCID 57505923, compound

HRID 1514249Notes

Reaction equation

HRID 1514249 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:13]([O:15]C(C)C)=[O:14])[CH:6]=[N:7][C:8]=1[O:9][CH:10]([CH3:12])[CH3:11])#[N:2].[OH-].[Na+]>C(O)C>[C:1]([C:3]1[CH:4]=[C:5]([C:13]([OH:15])=[O:14])[CH:6]=[N:7][C:8]=1[O:9][CH:10]([CH3:12])[CH3:11])#[N:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59403463HCID 59403463, compound

Product 1

HCID 57505923HCID 57505923, compoundYield 100.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-Methylethyl 5-cyano-6-[(1-methylethyl)oxy]-3-pyridinecarboxylate (Preparation 93) (1.28 g, 5.15 mmol) in ethanol (20 ml) was treated with sodium hydroxide (5.15 ml, 10.30 mmol) and the mixture stirred at room temperature to give a homogeneous solution, until LC/MS showed no starting material. The mixture was concentrated to remove ethanol. The residue was diluted with water, then acidfied with 2M HCl to give a thick white precipitate. The solid was filtered off, washed with water and dried overnight in vacuo at 60° C., to give the title compound (1.07 g),

Workup

  1. customto give a homogeneous solution
  2. concentrationThe mixture was concentrated
  3. customto remove ethanol
  4. additionThe residue was diluted with water
  5. customto give a thick white precipitate
  6. filtrationThe solid was filtered off
  7. washwashed with water
  8. customdried overnight in vacuo at 60° C.

Sources & evidence

ORD record
ord-beaab7424b0249a4a283ca63da1523db
Source dataset
uspto-grants-2012_07
Patent number
US08222245B2

Reaction notes

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