(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 1425648노트

반응식

HRID 1425648 반응식
[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

참가 물질

3

반응물 1

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

생성물 1

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

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

(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).

후처리

  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

출처 및 근거

ORD 기록
ord-3afd7c77fb014b4d8dd458b74a24ac23
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08933012B2

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