Water → 5H,6H,7H,8H-pyrido[3,4-b]pyrazine

HRID 1713140Notes

Reaction equation

HRID 1713140 reaction equation
[N:1]1[CH:6]=[CH:5][N:4]=[C:3]2[CH2:7][N:8](C(OCC)=O)[CH2:9][CH2:10][C:2]=12.O.[OH-].[K+]>CO.[Cl-].[Na+].O>[N:1]1[CH:6]=[CH:5][N:4]=[C:3]2[CH2:7][NH:8][CH2:9][CH2:10][C:2]=12

Participants

6

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 57420580ethyl 7,8-dihydropyrido[3,4-b]pyrazine-6(5H)-carboxylate

Product 1

HCID 552655945H,6H,7H,8H-pyrido[3,4-b]pyrazine

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 57417360Sodium chloride; waterSolvent

Conditions

Temperature
65 °C

Procedure

To a solution of ethyl 7,8-dihydropyrido[3,4-b]pyrazine-6(5H)-carboxylate (150 mg, 0.724 mmol) in MeOH (20 mL)/H2O (2 mL) is added KOH (500 mg, 8.91 mmol). The mixture is stirred overnight at rt and 4 hr at 65° C. The reaction mixture is cooled, and brine (50 mL) is added. The solution is extracted with DCM (3×100 mL). The combined organic extracts are dried and evaporated to yield the title compound. MS (+VE) m/z 136.20 (M++1).

Workup

  1. temperatureThe reaction mixture is cooled
  2. extractionThe solution is extracted with DCM (3×100 mL)
  3. customThe combined organic extracts are dried
  4. customevaporated

Sources & evidence

ORD record
ord-02d6035d2d7449fc91e8db1e3d0f4a4f
Source dataset
uspto-grants-2010_09
Patent number
US07795262B2

Reaction notes

Loading…