Morpholine → 5-bromo-3-morpholinopyrazin-2(1H)-one

HRID 594041ノート

反応式

HRID 594041 の反応式
Br[C:2]1[C:3](=[O:9])[NH:4][CH:5]=[C:6]([Br:8])[N:7]=1.[NH:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1>>[Br:8][C:6]1[N:7]=[C:2]([N:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)[C:3](=[O:9])[NH:4][CH:5]=1

参加物

3

反応物 2

HCID 8083MorpholineHCID 167408633,5-Dibromopyrazin-2(1H)-one

生成物 1

HCID 205289515-bromo-3-morpholinopyrazin-2(1H)-one収率 43%

実験手順

A solution of 3,5-dibromopyrazin-2(1H)-one (1.0 equiv.) in morpholine (5 equiv.) was heated to 100° C. for 24 h. Cooled to room temperature and filtered off the precipitate. The filtrate was partitioned between water and ethyl acetate. The organic phase was dried with sodium sulfate, filtered and concentrated. The crude material was purified via silica gel column chromatography eluting with ethyl acetate and heptanes (0-50%). The pure fractions were concentrated to yield 5-bromo-3-morpholinopyrazin-2(1H)-one as a white solid in 43% yield. LCMS m/z (M+H)=259.9, Rt=0.41 min.

後処理

  1. filtrationfiltered off the precipitate
  2. customThe filtrate was partitioned between water and ethyl acetate
  3. dry with materialThe organic phase was dried with sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe crude material was purified via silica gel column chromatography
  7. washeluting with ethyl acetate and heptanes (0-50%)
  8. concentrationThe pure fractions were concentrated

出典と根拠

ORDレコード
ord-8f2d581c0aa948adb1a052e8cd7633f9
出典データセット
uspto-grants-2016_01
特許番号
US09242969B2

反応ノート

読み込み中…