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Sodium Iodide → 2-Methyl-8-(2-ethyl-6-methylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxamide

HRID 427493
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HRID 427493 반응식
[NH2:1][C:2]1[C:3]2[N:4]([CH:11]=[C:12]([CH3:14])[N:13]=2)[CH:5]=[C:6]([C:8]([NH2:10])=[O:9])[CH:7]=1.[CH2:15]([C:17]1[CH:24]=[CH:23][CH:22]=[C:21]([CH3:25])[C:18]=1[CH2:19]Cl)[CH3:16].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>CN(C)C=O>[CH3:14][C:12]1[N:13]=[C:3]2[C:2]([NH:1][CH2:19][C:18]3[C:21]([CH3:25])=[CH:22][CH:23]=[CH:24][C:17]=3[CH2:15][CH3:16])=[CH:7][C:6]([C:8]([NH2:10])=[O:9])=[CH:5][N:4]2[CH:11]=1
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참가 물질

6

반응물 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 121489182-Ethyl-6-methylbenzyl chlorideHCID 183574418-Amino-2-methylimidazo[1,2-a]pyridine-6-carboxamide

생성물 1

HCID 99271772-Methyl-8-(2-ethyl-6-methylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxamide수율 2.4%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

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온도
50 °C

실험 절차

8-Amino-2-methylimidazo[1,2-a]pyridine-6-carboxamide (3.8 g, 20 mmol), 2-ethyl-6-methylbenzylchloride (2.8 g, 17 mmol), potassium carbonate (5.5 g, 40 mmol) and sodium iodide (0.1 g, 0.6 mmol) were added to dimethylformamide (75 ml) and the mixture was stirred at 50° C. for 4 h. and at room temperature for 48 h. The reaction mixture was filtred through silica gel and the gel was washed with methylene chloride. The solvents were evaporated under reduced pressure and the residue was purified by column chromatography on silica gel using methylene chloride:methanol (9:1) as eluent. Crystallization from a mixture of methylene chloride and hexane gave 0.13 g (2%) of the title compound.

후처리

  1. washthe gel was washed with methylene chloride
  2. customThe solvents were evaporated under reduced pressure
  3. customthe residue was purified by column chromatography on silica gel
  4. customCrystallization
  5. additionfrom a mixture of methylene chloride and hexane

출처 및 근거

ORD 기록
ord-6e113a46d2d6435da55d950a7f14f2a5
출처 데이터셋
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06313137B1

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