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

HRID 326988

反応式

HRID 326988 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
145 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5d479739d7d443faab94979cf3a2641f
出典データセット
uspto-grants-1993_12
特許番号
US05272148

関連ノート

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