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Ethyl Acetate → 1-(3,3-Dimethoxy-propyl)-5-(3-fluoro-pyridin-4-yl)-1H-pyrimidine-2,4-dione

HRID 12697
ノート
印刷プレビュー

反応式

HRID 12697 の反応式
Cl.[F:2][C:3]1[CH:4]=[N:5][CH:6]=[CH:7][C:8]=1[C:9]1[C:10](=[O:16])[NH:11][C:12](=[O:15])[NH:13][CH:14]=1.C([O-])([O-])=O.[K+].[K+].Br[CH2:24][CH2:25][CH:26]([O:29][CH3:30])[O:27][CH3:28].C(OCC)(=O)C>CN(C=O)C>[CH3:28][O:27][CH:26]([O:29][CH3:30])[CH2:25][CH2:24][N:13]1[CH:14]=[C:9]([C:8]2[CH:7]=[CH:6][N:5]=[CH:4][C:3]=2[F:2])[C:10](=[O:16])[NH:11][C:12]1=[O:15]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 1189323-Bromopropionaldehyde dimethylacetalHCID 686942765-(3-Fluoro-pyridin-4-yl)-1H-pyrimidine-2,4-dione hydrochloride

生成物 1

HCID 589941561-(3,3-Dimethoxy-propyl)-5-(3-fluoro-pyridin-4-yl)-1H-pyrimidine-2,4-dione収率 22%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

5-(3-Fluoro-pyridin-4-yl)-1H-pyrimidine-2,4-dione hydrochloride (Prep 67, 243 mg, 1.1 mmol) was dissolved in DMF (2 ml). K2CO3 (153 mg, 1.1 mmol) was added and the mixture was stirred at room temperature for 1 hour. 3-Bromo-1,1dimethoxy-propane (225 mg, 1.11 mmol) was then added and after stirring the reaction at room temperature for 48 hours, the reaction was left at 4° C. for 17 days. Ethyl acetate was then added and the mixture washed with water and brine. The organic phase was dried (Na2SO4) and evaporated. The residue was purified by flash chromatography with DCM-MeOH—NH4OH 98-2-0.2 to afford 75 mg of the title compound (22% yield).

後処理

  1. stirringafter stirring
  2. customthe reaction at room temperature for 48 hours
  3. waitthe reaction was left at 4° C. for 17 days
  4. washthe mixture washed with water and brine
  5. dry with materialThe organic phase was dried (Na2SO4)
  6. customevaporated
  7. customThe residue was purified by flash chromatography with DCM-MeOH—NH4OH 98-2-0.2

出典と根拠

ORDレコード
ord-139880581b8140598e60dce3f19e2b8f
出典データセット
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07727988B2

反応ノート

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