Glyoxal → 6-Methylpyrido[2,3-b]pyrazine

HRID 642866

反応式

HRID 642866 の反応式
[CH3:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([NH2:9])=[CH:4][CH:3]=1.[CH:10]([CH:12]=O)=O>CO>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6]([N:7]=1)=[N:8][CH:10]=[CH:12][N:9]=2

参加物

4

反応物 2

HCID 7860Glyoxal2 回HCID 27344206-Methylpyridine-2,3-diamine

生成物 1

HCID 104193166-Methylpyrido[2,3-b]pyrazine収率 80%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

6-Methyl-pyridine-2,3-diamine (1.01 g, 8.2 mmol) was dissolved in MeOH (40 ml) and glyoxal (14 ml of a 40% aqueous glyoxal solution). Allowed to stir 18 h. The MeOH was removed, and the crude was taken up in ethyl acetate. It was washed three times with a 1 N HCl solution. The combined acid washings were washed twice with ethyl acetate. The acidic water was made basic with the addition of solid sodium carbonate, and it was extracted three times with ethyl acetate. The combined ethyl acetate extracts were washed with brine, dried using MgSO4, and concentrated under vacuum to yield the title product (980 mg, 80%) as a brown solid. 1H NMR (DMSO-d6): δ=9.09 (d, 1H,J=1.8 Hz), 8.99 (d, 1H, J=1.8 Hz), 8.47 (d, 1H, J=8.5 Hz), 7.82 (d, 1H, J=8.5 Hz), 2.78 (s, 3H). Calculated mass=145, [M+H]+=146.

後処理

  1. customThe MeOH was removed
  2. washIt was washed three times with a 1 N HCl solution
  3. washThe combined acid washings were washed twice with ethyl acetate
  4. additionThe acidic water was made basic with the addition of solid sodium carbonate, and it
  5. extractionwas extracted three times with ethyl acetate
  6. washThe combined ethyl acetate extracts were washed with brine
  7. customdried
  8. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-4c7e2e3adbee40c18e0e54e255a524e9
出典データセット
uspto-grants-2010_04
特許番号
US07696210B2

関連ノート

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