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5-bromo-2-methyl-3H-imidazo[4,5-b]pyridine → HCID 178432171, 화합물

HRID 1072790
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HRID 1072790 반응식
Br[C:2]1[N:7]=[C:6]2[N:8]=[C:9]([CH3:11])[NH:10][C:5]2=[CH:4][CH:3]=1.[Cu][C:13]#[N:14]>CN(C)C=O>[CH3:11][C:9]1[N:8]=[C:6]2[NH:7][C:2]([C:13]#[N:14])=[CH:3][CH:4]=[C:5]2[N:10]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 223879615-bromo-2-methyl-3H-imidazo[4,5-b]pyridineHCID 178418546HCID 178418546, 화합물

생성물 1

HCID 178432171HCID 178432171, 화합물수율 64.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
150 °C

실험 절차

To a solution of 5-bromo-2-methyl-1H-imidazo[4,5-b]pyridine (1.92 g) in N,N-dimethylformamide (48 ml) was added Copper (I) cyanide (2.04 g), and the mixture was stirred for 9 hr at 150° C. After evaporation of the solvent under reduced pressure, water (45 ml) and ethylenediamine (2.7 g) were added to the residue, and the mixture was heated at 70° C. for 15 min. The solution was concentrated under reduced pressure and the residue was purified by a short silica gel column to give the objective compound (927 mg) as a brown powder. Purification by silica gel column chromatography (dichloromethane/methanol=10/1) gave a purer compound.

후처리

  1. customAfter evaporation of the solvent under reduced pressure, water (45 ml) and ethylenediamine (2.7 g)
  2. additionwere added to the residue
  3. temperaturethe mixture was heated at 70° C. for 15 min
  4. concentrationThe solution was concentrated under reduced pressure
  5. customthe residue was purified by a short silica gel column

출처 및 근거

ORD 기록
ord-1ac3d46442694ba984a887f1e48b8709
출처 데이터셋
uspto-grants-2005_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06911469B2

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