Hydrochloric Acid → HCID 66844684, compound

HRID 253086Notes

Reaction equation

HRID 253086 reaction equation
[C:1]([C:3]1[C:8](=[O:9])[N:7]([CH:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)[CH:6]=[C:5]([C:15]([O:17]C)=[O:16])[CH:4]=1)#[N:2].[OH-].[Na+].Cl>CO.C(OC(=O)C)C>[C:1]([C:3]1[C:8](=[O:9])[N:7]([CH:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)[CH:6]=[C:5]([C:15]([OH:17])=[O:16])[CH:4]=1)#[N:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66845129HCID 66845129, compound

Product 1

HCID 66844684HCID 66844684, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of Methyl 5-cyano-1-cyclopentyl-6-oxo-1,6-dihydropyridine-3-carboxylate (290 mg, 1.2 mmol) and 1N sodium hydroxide (6 mL, 6.0 mmol) in methanol (12 mL) was heated to reflux for 1 h and brought to RT. The mixture was concentrated and the residue obtained was dissolved in ethylacetate (20 mL), acidified with 1N hydrochloric acid (pH ˜5). The organic phase was separated, dried over magnesium sulfate and concentrated to afford the title compound as a light yellow solid. MS m/z: 233 (M+1).

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 1 h
  3. custombrought to RT
  4. concentrationThe mixture was concentrated
  5. customthe residue obtained
  6. customThe organic phase was separated
  7. dry with materialdried over magnesium sulfate
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-c27f44be632a4ffa92b5fb0a2d9484c4
Source dataset
uspto-grants-2011_01
Patent number
US07872009B2

Reaction notes

Loading…