Trifluoroacetic acid → HCID 67008171, compound

HRID 80558Notes

Reaction equation

HRID 80558 reaction equation
[Br:1][C:2]1[CH:11]=[N:10][C:5]2=[N:6][CH:7]=[CH:8][N:9]=[C:4]2[C:3]=1[CH3:12].[BH4-].[Na+].FC(F)(F)C(O)=O.[OH-].[Na+]>C1COCC1.O>[Br:1][C:2]1[CH:11]=[N:10][C:5]2[NH:6][CH2:7][CH2:8][NH:9][C:4]=2[C:3]=1[CH3:12]

Participants

7

Reactant 4

HCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 4311764Sodium borohydrideHCID 337264357-Bromo-8-methylpyrido[2,3-b]pyrazine

Product 1

HCID 67008171HCID 67008171, compoundYield 56.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

7-bromo-8-methylpyrido[2,3-b]pyrazine (0.21 g) and NaBH4 (0.21 g) in THF (1.4 ml) was treated with trifluoroacetic acid (1.4 ml) at room temperature over a period of 15 min. Stirring continued for additional 45 min then water was added followed by 50% sodium hydroxide. The residue was extracted into CH2Cl2, filtered, dried, and concentrated to furnish the desired product (0.12 g).

Workup

  1. extractionThe residue was extracted into CH2Cl2
  2. filtrationfiltered
  3. customdried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-28962435aa10417fab0a09a8489ecd86
Source dataset
uspto-grants-2014_09
Patent number
US08846664B2

Reaction notes

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