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

HRID 598058노트

반응식

HRID 598058 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 130809792-Chloro-4-methoxy-6-methyl-5-nitropyrimidine수율 65.2%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
-10 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-29520bfb21f447d98738019874294ace
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07897607B2

반응 노트

불러오는 중…