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Hydrogen Bromide → 4-Bromothieno[3,2-C]pyridin-6-amine

HRID 1006945
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반응식

HRID 1006945 반응식
[C:1]([CH2:3][C:4]1[S:5][CH:6]=[CH:7][C:8]=1[C:9]#[N:10])#[N:2].[BrH:11].[OH-].[Na+]>C(O)(=O)C>[NH2:2][C:1]1[N:10]=[C:9]([Br:11])[C:8]2[CH:7]=[CH:6][S:5][C:4]=2[CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 260Hydrogen BromideHCID 14798Sodium HydroxideHCID 225034392-(Cyanomethyl)thiophene-3-carbonitrile

생성물 1

HCID 225034234-Bromothieno[3,2-C]pyridin-6-amine수율 70%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

2-Cyanomethyl-3-cyanothiophene (823 mg) was added to a solution (30 ml) of 25% hydrogen bromide in acetic acid, and the resulting mixture was stirred under ice-cooling for 90 min, which was neutralized with a 8N-aqueous solution of sodium hydroxide and then extracted with ethyl acetate. The organic layer was washed with water, dried (over MgSO4) and evaporated. The residue was purified by silica gel column chromatography (ethyl acetate/hexane system), to give the title compound as a yellow solid (894 mg, yield; 70%).

후처리

  1. temperaturecooling for 90 min
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water
  4. dry with materialdried (over MgSO4)
  5. customevaporated
  6. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane system)

출처 및 근거

ORD 기록
ord-ed43612da5b14cde9caf1b664ee6cd6d
출처 데이터셋
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06790844B2

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