Piperazine → Thieno[2,3-b]pyridin-3-amine

HRID 326988

반응식

HRID 326988 반응식
COC([C:5]1[S:13][C:8]2=[N:9][CH:10]=[CH:11][CH:12]=[C:7]2[C:6]=1[NH2:14])=O.N1CCNCC1.CN1CCCC1=O>O>[S:13]1[C:8]2=[N:9][CH:10]=[CH:11][CH:12]=[C:7]2[C:6]([NH2:14])=[CH:5]1

참가 물질

5

반응물 3

HCID 4837PiperazineHCID 13387N-methyl-2-pyrrolidoneHCID 2820896Methyl 3-aminothieno(2,3-b)pyridine-2-carboxylate

생성물 1

HCID 289923Thieno[2,3-b]pyridin-3-amine수율 86%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
145 °C

실험 절차

A mixture of 3-aminothieno[2,3-b]pyridine-2-carboxylic acid methyl ester (8.00 g), piperazine (6.70 g), and N-methyl-2-pyrrolidinone (80 ml) was heated to 145° C. for 3 hr, under a nitrogen atmosphere. The solution was allowed to cool, diluted with water (400 ml), and extracted with ethyl acetate. The combined extracts were washed with water and brine dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated to give 4.94 g (86.0%) of residual thieno[2,3-b]pyridine-3-amine.

후처리

  1. temperatureto cool
  2. extractionextracted with ethyl acetate
  3. washThe combined extracts were washed with water and brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-5d479739d7d443faab94979cf3a2641f
출처 데이터셋
uspto-grants-1993_12
특허 번호
US05272148

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