Ethanol → 4-Ethoxy-6-(4-fluorophenyl)pyrido[3,2-d]pyrimidin-2-amine

HRID 1025522ノート

反応式

HRID 1025522 の反応式
[NH2:1][C:2]1[N:3]=[C:4](SC)[C:5]2[N:11]=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=3)[CH:9]=[CH:8][C:6]=2[N:7]=1.[Na].[CH2:22]([OH:24])[CH3:23]>>[NH2:1][C:2]1[N:3]=[C:4]([O:24][CH2:22][CH3:23])[C:5]2[N:11]=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=3)[CH:9]=[CH:8][C:6]=2[N:7]=1

参加物

4

反応物 3

HCID 702EthanolHCID 5360545SodiumHCID 249572632-Amino-4-methylthio-6-(4-fluorophenyl)-pyrido(3,2-d)pyrimidine

生成物 1

HCID 689211024-Ethoxy-6-(4-fluorophenyl)pyrido[3,2-d]pyrimidin-2-amine収率 72%

実験手順

To a solution of the 2-amino-4-methylthio-6-(4-fluorophenyl)-pyrido(3,2-d)pyrimidine of example 8 (700 mg) in ethanol (20 ml) was added 276 mg sodium. The reaction mixture was refluxed for 5 hours and then cooled down. The solvents were evaporated in vacuo and the crude residue was purified by silica gel flash chromatography, the mobile phase being a mixture of ethanol and dichloromethane, in a volume ratio gradually ranging from 3% to 5% ethanol, thus providing 490 mg of the pure title compound (72% yield), which was characterized by its mass spectrum as follows: MS (m/z): 285 ([M+H]+, 100).

後処理

  1. temperatureThe reaction mixture was refluxed for 5 hours
  2. temperaturecooled down
  3. customThe solvents were evaporated in vacuo
  4. customthe crude residue was purified by silica gel flash chromatography
  5. additiona mixture of ethanol and dichloromethane

出典と根拠

ORDレコード
ord-91450939219f4c96991e3810a73a08c6
出典データセット
uspto-grants-2014_05
特許番号
US08729089B2

反応ノート

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