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2-Pyridinamine, 5-iodo- → 2-(4'-Ethoxyphenyl)-6-iodoimidazo[1,2-a]pyridine

HRID 222221
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HRID 222221 반응식
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH3:13])=[CH:7][CH:6]=1)=O.[NH2:14][C:15]1[CH:20]=[CH:19][C:18]([I:21])=[CH:17][N:16]=1>C(#N)C>[CH2:12]([O:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]2[N:14]=[C:15]3[CH:20]=[CH:19][C:18]([I:21])=[CH:17][N:16]3[CH:2]=2)=[CH:6][CH:7]=1)[CH3:13]
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참가 물질

4

반응물 2

HCID 885792-Pyridinamine, 5-iodo-HCID 21130602-Bromo-1-(4-ethoxyphenyl)ethanone

생성물 1

HCID 247570152-(4'-Ethoxyphenyl)-6-iodoimidazo[1,2-a]pyridine수율 91.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
110 °C

실험 절차

1.20 g (corresponding to 4.94 mmol) of 2-bromo-4′-ethoxyacetophenone and 1.09 g (corresponding to 4.95 mmol) of 2-amino-5-iodopyridine were dissolved in 20 mL of acetonitrile. The resulting solution was heated under reflux in an oil bath at 110° C. for 1.5 hours. After the completion of the reaction, the reaction solution was cooled down to room temperature, and precipitates were filtered. Then, the precipitates were washed with acetonitrile and dried under reduced pressure. The resulting crude crystals were suspended in a mixed solution of 10 mL of water and 5 mL of methanol. Then, about 20 mL of a saturated sodium hydrogencarbonate solution was added thereto, and the mixture was sonicated for 10 minutes using an ultrasonic washing machine. Precipitates were filtered and recovered from the resulting mixture, sufficiently washed with water, and dried under reduced pressure, to obtain 1.64 g (corresponding to 4.50 mmol) of 2-(4′-ethoxyphenyl)-6-iodoimidazo[1,2-a]pyridine (FIG. 3, Step 2).

후처리

  1. temperatureThe resulting solution was heated
  2. customAfter the completion of the reaction
  3. temperaturethe reaction solution was cooled down to room temperature
  4. customprecipitates
  5. filtrationwere filtered
  6. washThen, the precipitates were washed with acetonitrile
  7. customdried under reduced pressure
  8. additionThen, about 20 mL of a saturated sodium hydrogencarbonate solution was added
  9. customthe mixture was sonicated for 10 minutes
  10. customPrecipitates
  11. filtrationwere filtered
  12. customrecovered from the resulting mixture
  13. washsufficiently washed with water
  14. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-2901ee208675436f81f019d93eff8667
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08207189B2

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