Methyl iodide → 2-Amino-4-methylthio-6-(4-fluorophenyl)-pyrido(3,2-d)pyrimidine

HRID 474372ノート

反応式

HRID 474372 の反応式
[NH2:1][C:2]1[NH:3][C:4](=[S:19])[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.[OH-].[Na+].[CH3:22]I>C(OCC)C>[NH2:1][C:2]1[N:3]=[C:4]([S:19][CH3:22])[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

5

反応物 3

HCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 178508162HCID 178508162、化合物

生成物 1

HCID 249572632-Amino-4-methylthio-6-(4-fluorophenyl)-pyrido(3,2-d)pyrimidine収率 72%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

To a solution of the 2-amino-6-(4-fluorophenyl)-pyrido(3,2-d)pyrimidin-4(3H)thione from example 1 (55 mg) in a 1 N NaOH solution (10 ml) was added methyl iodide (0.2 mmole). The reaction mixture was stirred at room temperature for 12 hours, then diluted with diethyl ether and the organic layer was extracted with water. The combined organic layers were evaporated in vacuo and the crude residue was purified by preparative thin layer chromatography on silica, the mobile phase being a mixture of methanol and dichloromethane, in a volume ratio of 5:95, providing 41 mg of the pure title compound (yield 72%) which was characterized by its mass spectrum as follows: MS (m/z): 287 ([M+H]+, 100).

後処理

  1. extractionthe organic layer was extracted with water
  2. customThe combined organic layers were evaporated in vacuo
  3. customthe crude residue was purified by preparative thin layer chromatography on silica
  4. additiona mixture of methanol and dichloromethane

出典と根拠

ORDレコード
ord-6d4b34411e00468d90fc1bec92c7dabb
出典データセット
uspto-grants-2014_01
特許番号
US08637531B2

反応ノート

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