3-Propionylamino-pyrazine-2-carboxylic acid amide → HCID 135742610, compound

HRID 238241Notes

Reaction equation

HRID 238241 reaction equation
[C:1]([NH:5][C:6]1[C:7]([C:12]([NH2:14])=[O:13])=[N:8][CH:9]=[CH:10][N:11]=1)(=O)[CH2:2][CH3:3]>C([O-])([O-])=O.[Na+].[Na+]>[CH2:2]([C:1]1[NH:14][C:12](=[O:13])[C:7]2[C:6](=[N:11][CH:10]=[CH:9][N:8]=2)[N:5]=1)[CH3:3]

Participants

3

Reactant 1

HCID 599935133-Propionylamino-pyrazine-2-carboxylic acid amide

Product 1

HCID 135742610HCID 135742610, compoundYield 69.2%

Reagents, catalysts & solvents 1

HCID 10340Sodium CarbonateSolvent

Procedure

A mixture of 3-propionylamino-pyrazine-2-carboxylic acid amide (9.7 g, 50 mmol) and Na2CO3 (100 mL, 10%) was refluxed overnight. The water was removed in vacuo and the residue was treated with CH3OH (200 mL). The insoluble salt was filtered and the filtrate was evaporated to give 2-Ethyl-3H-pteridin-4-one as a yellow solid (6.1 g, 69%). 1H NMR (DMSO-d6) δ 8.64 (d, J=2 Hz, 1H), 8.36 (d, J=2 Hz, 1H), 2.52 (q, J=4.5 Hz, 2H), 1.18 (t, J=4.5 Hz, 3H). MS (ESI) m/e (M+1)30: 177.3.

Workup

  1. temperaturewas refluxed overnight
  2. customThe water was removed in vacuo
  3. additionthe residue was treated with CH3OH (200 mL)
  4. filtrationThe insoluble salt was filtered
  5. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-46d00eb5c03e4c1ca65e95e669a479a1
Source dataset
uspto-grants-2014_02
Patent number
US08642609B2

Reaction notes

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