(e)-3-(4-Chlorophenyl)-n-[1-(2,2-diethoxyethyl)-2-oxo-1,2-dihydropyrimidin-4-yl]-acrylamide → (e)-3-(4-Chloro-phenyl)-n-[1-(2,2-dihydroxy-ethyl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-acrylamide

HRID 1425648ノート

反応式

HRID 1425648 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[C:10]([NH:12][C:13]2[CH:18]=[CH:17][N:16]([CH2:19][CH:20]([O:24]CC)[O:21]CC)[C:15](=[O:27])[N:14]=2)=[O:11])=[CH:4][CH:3]=1>FC(F)(F)C(O)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[C:10]([NH:12][C:13]2[CH:18]=[CH:17][N:16]([CH2:19][CH:20]([OH:24])[OH:21])[C:15](=[O:27])[N:14]=2)=[O:11])=[CH:4][CH:3]=1

参加物

3

反応物 1

HCID 68902508(e)-3-(4-Chlorophenyl)-n-[1-(2,2-diethoxyethyl)-2-oxo-1,2-dihydropyrimidin-4-yl]-acrylamide

生成物 1

HCID 57959562(e)-3-(4-Chloro-phenyl)-n-[1-(2,2-dihydroxy-ethyl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-acrylamide収率 100%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

(E)-3-(4-chloro-phenyl)-N-[1-(2,2-diethoxy-ethyl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-acrylamide (c, 2.48 g, 6.8 mM) was dissolved in trifluoroacetic acid (37 mL) and stirred at room temperature for 4.5 hours. Trifluoroacetic acid was removed in vacuo, and toluene (40 mL) was added to remove the solvent in vacuo. The residual solid was added with ethyl acetate (15 mL) and 5% aqueous sodium bicarbonate (15 mL) and stirred at room temperature. The precipitated crystal was filtered to afford 2.28 g of the desired compound (E)-3-(4-chloro-phenyl)-N-[1-(2,2-dihydroxy-ethyl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-acrylamide (d) (yield 100%, colorless crystal).

後処理

  1. customTrifluoroacetic acid was removed in vacuo, and toluene (40 mL)
  2. additionwas added
  3. customto remove the solvent in vacuo
  4. additionThe residual solid was added with ethyl acetate (15 mL) and 5% aqueous sodium bicarbonate (15 mL)
  5. stirringstirred at room temperature
  6. filtrationThe precipitated crystal was filtered

出典と根拠

ORDレコード
ord-3afd7c77fb014b4d8dd458b74a24ac23
出典データセット
uspto-grants-2015_01
特許番号
US08933012B2

反応ノート

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