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Diethyl Ether → 2-(5-Bromo-2-methyl-3-thienyl)furo[3,2-c]imidazo[1,2-a]pyridine

HRID 376321
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HRID 376321 반응식
[NH2:1][C:2]1[C:7]2[CH:8]=[CH:9][O:10][C:6]=2[CH:5]=[CH:4][N:3]=1.[Br:11][C:12]1[S:16][C:15]([CH3:17])=[C:14]([C:18](=O)[CH2:19]Br)[CH:13]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].CCOCC>O1CCCC1>[Br:11][C:12]1[S:16][C:15]([CH3:17])=[C:14]([C:18]2[N:1]=[C:2]3[C:7]4[CH:8]=[CH:9][O:10][C:6]=4[CH:5]=[CH:4][N:3]3[CH:19]=2)[CH:13]=1.[CH3:17][C:15]1[S:16][CH:12]=[CH:13][C:14]=1[C:18]1[N:1]=[C:2]2[C:7]3[CH:8]=[CH:9][O:10][C:6]=3[CH:5]=[CH:4][N:3]2[CH:19]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 3283Diethyl EtherHCID 186911695-Bromo-3-bromoacetyl-2-methylthiopheneHCID 21226445Aluminium lithium hydride2회HCID 22665882Furo[3,2-c]pyridin-4-amine

생성물 2

HCID 186911162-(5-Bromo-2-methyl-3-thienyl)furo[3,2-c]imidazo[1,2-a]pyridineHCID 186912202-(2-Methyl-3-thienyl)furo[3,2-c]imidazo[1,2-a]pyridine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 6.1 g of 2-(5-bromo-2-methyl-3-thienyl)furo[3,2-c]imidazo[1,2-a]pyridine, which was prepared by the reaction of 4-aminofuro[3,2-c]pyridine and 5-bromo-3-bromoacetyl-2-methylthiophene in a similar manner to that of aforementioned Preparation 7, in 50 ml of tetrahydrofuran was added dropwise to a solution of 3.5 g of lithium aluminum hydride in 50 ml of tetrahydrofuran. When addition was complete, the mixture was refluxed for 2 hours. After being cooled, excessive lithium aluminum hydride was decomposed by the addition of hydrous ether, and the mixture was dried over anhydrous magnesium sulfate. The drying agent was removed by filtration, and the solvent was removed under reduced pressure to give 4.5 g of the title compound as a white powder.

후처리

  1. customof aforementioned Preparation 7
  2. additionWhen addition
  3. temperaturethe mixture was refluxed for 2 hours
  4. temperatureAfter being cooled
  5. dry with materialthe mixture was dried over anhydrous magnesium sulfate
  6. customThe drying agent was removed by filtration
  7. customthe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-15018166ec814c1f8868a717f8ff9118
출처 데이터셋
uspto-grants-2000_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06020342

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