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Ethyl bromopyruvate → Ethyl 5-oxo-5,6-dihydroimidazo[1,2-c]pyrimidine-2-carboxylate

HRID 1409325
ノート
印刷プレビュー

反応式

HRID 1409325 の反応式
Br[CH2:2][C:3](=O)[C:4]([O:6][CH2:7][CH3:8])=[O:5].[NH:10]1[CH:17]=[CH:16][C:14]([NH2:15])=[N:13][C:11]1=[O:12]>C(O)C>[O:12]=[C:11]1[N:13]2[CH:2]=[C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[N:15]=[C:14]2[CH:16]=[CH:17][NH:10]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 66144Ethyl bromopyruvateHCID 178418229Cytosine

生成物 1

HCID 136377293Ethyl 5-oxo-5,6-dihydroimidazo[1,2-c]pyrimidine-2-carboxylate収率 14.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Ethyl bromopyruvate (18.00 mmol, 3.51 g) was dissolved in ethanol (50 ml). Cytosine (18.00 mmol, 2 g) was added and the resulting mixture was refluxed for 5.5 h. The mixture was evaporated and DCM was added. The precipitate was filtered and washed with water. The filtrate was washed with NaHCO3, water and evaporated. The evaporation residue and the previously filtered precipitate were purified by flash chromatography and trituration from water, respectively. 0.526 g of the title compound was obtained. 1H-NMR (400 MHz, DMSO-d6): δ 1.31 (t, 3H), 4.29 (q, 2H), 6.60 (d, 1H), 7.30-7.38 (m, 1H), 8.22 (s, 1H), 11.77 (bs, 1H).

後処理

  1. temperaturethe resulting mixture was refluxed for 5.5 h
  2. customThe mixture was evaporated
  3. additionDCM was added
  4. filtrationThe precipitate was filtered
  5. washwashed with water
  6. washThe filtrate was washed with NaHCO3, water
  7. customevaporated
  8. customThe evaporation residue and the previously filtered precipitate were purified by flash chromatography and trituration from water

出典と根拠

ORDレコード
ord-7021ecf3e231461e810bd2620090c4c8
出典データセット
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08921378B2

反応ノート

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