Uracil → 1-[2-(2,2-Dimethyl-1,3-dioxan-5-yl)ethyl]uracil

HRID 732920

反応式

HRID 732920 の反応式
Br[CH2:2][CH2:3][CH:4]1[CH2:9][O:8][C:7]([CH3:11])([CH3:10])[O:6][CH2:5]1.[NH:12]1[CH:19]=[CH:18][C:16](=[O:17])[NH:15][C:13]1=[O:14].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:10][C:7]1([CH3:11])[O:8][CH2:9][CH:4]([CH2:3][CH2:2][N:12]2[CH:19]=[CH:18][C:16](=[O:17])[NH:15][C:13]2=[O:14])[CH2:5][O:6]1

参加物

5

反応物 3

HCID 1174UracilHCID 11430Potassium CarbonateHCID 1789881,3-Dioxane, 5-(2-bromoethyl)-2,2-dimethyl-

生成物 1

HCID 578389791-[2-(2,2-Dimethyl-1,3-dioxan-5-yl)ethyl]uracil収率 29.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
25 °C

実験手順

To a solution of 5-(2-bromoethyl)-2,2-dimethyl-1,3-dioxane (15) (M. R. Harnden et al, J. Med. Chem., 30, 1636, 1987) (12.0 gm, 53.81 mmol) in dry DMF (150 ml) were added uracil (7.0 gm, 62.4 mmol) and potassium carbonate (14.0 gm). The reaction mixture was stirred at 25° C. for 5 days. The resulting solution was filtered and the solvent removed. The residue obtained was purified by column chromatography on silica gel eluting with chloroform-methanol (90:10, v/v) to afford 17 (4.0 gm, 25.2%).

後処理

  1. filtrationThe resulting solution was filtered
  2. customthe solvent removed
  3. customThe residue obtained
  4. customwas purified by column chromatography on silica gel eluting with chloroform-methanol (90:10

出典と根拠

ORDレコード
ord-dadfa1e4456d4d92a61eb34f1130e36d
出典データセット
uspto-grants-2009_09
特許番号
US07589077B2

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