2,4-Dichloro-6-methyl-5-nitropyrimidine → 2-Chloro-4-methoxy-6-methyl-5-nitropyrimidine

HRID 598058ノート

反応式

HRID 598058 の反応式
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([N+:9]([O-:11])=[O:10])=[C:4]([CH3:12])[N:3]=1.[CH3:13][O-:14].[Na+]>CO>[Cl:1][C:2]1[N:7]=[C:6]([O:14][CH3:13])[C:5]([N+:9]([O-:11])=[O:10])=[C:4]([CH3:12])[N:3]=1

参加物

4

反応物 2

HCID 2752942,4-Dichloro-6-methyl-5-nitropyrimidineHCID 10942334Sodium Methoxide

生成物 1

HCID 130809792-Chloro-4-methoxy-6-methyl-5-nitropyrimidine収率 65.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
-10 °C

実験手順

2,4-Dichloro-6-methyl-5-nitropyrimidine (3.0 g, 14.4 mmol) was dissolved in methanol (30 mL). The solution was cooled to −10° C. and sodium methoxide (25% in methanol, 3.3 mL, 14.4 mmol) was added drop wise. After 10 minutes, the solution was quenched with acetic acid (5 mL) and concentrated. The residue was suspended in saturated sodium bicarbonate and extracted twice with ethyl acetate. The organic layer was dried over sodium sulfate, filtered and concentrated. Flash chromatography (5% ethyl acetate/hexanes) gave 1.91 g (65% yield) of the title compound as a white solid.

後処理

  1. customthe solution was quenched with acetic acid (5 mL)
  2. concentrationconcentrated
  3. extractionextracted twice with ethyl acetate
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-29520bfb21f447d98738019874294ace
出典データセット
uspto-grants-2011_03
特許番号
US07897607B2

反応ノート

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