Water → HCID 58994249、化合物

HRID 12734ノート

反応式

HRID 12734 の反応式
Cl.[CH3:2][C:3]1[CH:8]=[CH:7][N:6]=[CH:5][C:4]=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].O>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:4]2[CH:5]=[N:6][CH:7]=[CH:8][C:3]=2[CH3:2])[C:10](=[O:16])[NH:11][C:12]1=[O:15]

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 1189323-Bromopropionaldehyde dimethylacetalHCID 686934255-(4-methyl-pyridin-3-yl)-1H-pyrimidine-2,4-dione hydrochloride

生成物 1

HCID 58994249HCID 58994249、化合物収率 27%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a mixture of 5-(4-methyl-pyridin-3-yl)-1H-pyrimidine-2,4-dione hydrochloride (Prep 11, 605 mg, 2.53 mmol) and K2CO3 (349 mg, 2.53 mmol) in DMF (10 ml), 3-bromo-1,1dimethoxy-propane (399 μl, 2.78 mmol) was added in two portions over 2 days and the mixture was contemporarily stirred at room temperature. Water was then added and washed with Et2O, the product was extracted with ethyl acetate. The organic phase was dried (Na2SO4), filtered and evaporated. The crude was purified by flash chromatography eluting with DCM-MeOH—NH4OH (98-2-02) to give 100 mg of the title compound (27% yield).

後処理

  1. additionwas added in two portions over 2 days
  2. washwashed with Et2O
  3. extractionthe product was extracted with ethyl acetate
  4. dry with materialThe organic phase was dried (Na2SO4)
  5. filtrationfiltered
  6. customevaporated
  7. customThe crude was purified by flash chromatography
  8. washeluting with DCM-MeOH—NH4OH (98-2-02)

出典と根拠

ORDレコード
ord-043bcf02c51242e2bb6799e4f06c9ef6
出典データセット
uspto-grants-2010_06
特許番号
US07727988B2

反応ノート

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