Dimethylformamide dimethyl acetal → Methyl 4-[(E)-2-(dimethylamino)vinyl]-5-nitropyridine-2-carboxylate

HRID 2377051노트

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HRID 2377051 반응식
[CH3:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][N:5]=[C:4]([C:11]([O:13][CH3:14])=[O:12])[CH:3]=1.CO[CH:17](OC)[N:18]([CH3:20])[CH3:19]>C(#N)C.CN(C=O)C>[CH3:17][N:18]([CH3:20])/[CH:19]=[CH:1]/[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][N:5]=[C:4]([C:11]([O:13][CH3:14])=[O:12])[CH:3]=1

참가 물질

5

반응물 2

HCID 78373Dimethylformamide dimethyl acetal2회HCID 20717632Methyl 4-methyl-5-nitropyridine-2-carboxylate2회

생성물 1

HCID 86602115Methyl 4-[(E)-2-(dimethylamino)vinyl]-5-nitropyridine-2-carboxylate

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 6342Acetonitrile용매

반응 조건

온도
140 °C

실험 절차

Method 1. A mixture of methyl 4-methyl-5-nitropyridine-2-carboxylate (3.5 g, 17.8 mmol), dimethylformamide dimethylacetal (DMF-DMA) (3.6 ml, 1.5 eq) in acetonitrile (35 mL) was heated in a microwave at 140° C. for 20 min. The solvent was removed. The residue (5.1 g) was carried onto the next step without further purification. Method 2. A mixture of methyl 4-methyl-5-nitropyridine-2-carboxylate (39.5 g, 0.19 mol) and DMF-DMA (30.6 g, 0.26 mol, 1.35 eq) in DMF (470 mL) was heated to 90° C. for 30 min. The solvent was removed in vacuo. The residue (78 g) was used without further purification in the next step.

후처리

  1. customThe solvent was removed
  2. customThe residue (5.1 g) was carried onto the next step without further purification
  3. temperaturewas heated to 90° C. for 30 min
  4. customThe solvent was removed in vacuo
  5. customThe residue (78 g) was used without further purification in the next step

출처 및 근거

ORD 기록
ord-55ff803c745e41c0bfa4cf019e266ff6
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07468375B2

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