Hydrochloric Acid → HCID 86707776, compound

HRID 2410128Notes

Reaction equation

HRID 2410128 reaction equation
[Cl:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][N:5]=[C:4]([CH2:10][C:11]#N)[CH:3]=1.[OH-:13].[K+].Cl.[Cl-].[Na+].[OH2:18]>CCO.CCOC(C)=O.C1COCC1>[Cl:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][N:5]=[C:4]([CH2:10][C:11]([OH:18])=[O:13])[CH:3]=1

Participants

9

Reactant 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 5234Sodium ChlorideHCID 14797Potassium HydroxideHCID 21221203HCID 21221203, compound

Product 1

HCID 86707776HCID 86707776, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

To a suspension of 2-(4-chloro-5-methoxypyridin-2-yl)acetonitrile (150 mg, 0.8 mmol) in EtOH (2 mL) was added a solution of KOH (184 mg, 3.3 mmol) in H2O (2 mL) and the mixture was stirred at 80° C. for 1.5 h. at 0° C., the pH was adjusted to 3-4 with HCl 1 M. Sodium chloride, THF and EtOAc were added and the phases were separated. The organic layer was dried (MgSO4), filtered and concentrated to afford the title compound. tR: 0.59 min (LC-MS 2); ESI-MS: 202.1 [M+H]+ (LC-MS 2).

Workup

  1. customthe phases were separated
  2. dry with materialThe organic layer was dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-9a73d10ca4514f9783a2f85bdf9f22f1
Source dataset
uspto-grants-2014_08
Patent number
US08815926B2

Reaction notes

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