1-(6-Fluoro-3-nitro-2-pyridinyl)-4-carbobenzoxypiperazine-2-carboxylic acid → 8-Carbobenzoxy-2-fluoro-7,8,9,10-tetrahydro5H-pyrazino[1,2-a]pyrido[3,2-e]pyrazin-6(6aH)-one

HRID 1390353ノート

反応式

HRID 1390353 の反応式
[F:1][C:2]1[N:7]=[C:6]([N:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[O:15])[CH2:10][CH:9]2[C:24]([OH:26])=O)[C:5]([N+:27]([O-])=O)=[CH:4][CH:3]=1>[Fe].C(O)(=O)C>[C:14]([N:11]1[CH2:12][CH2:13][N:8]2[C:6]3[N:7]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=3[NH:27][C:24](=[O:26])[CH:9]2[CH2:10]1)([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15]

参加物

4

反応物 1

HCID 233397701-(6-Fluoro-3-nitro-2-pyridinyl)-4-carbobenzoxypiperazine-2-carboxylic acid

生成物 1

HCID 233397608-Carbobenzoxy-2-fluoro-7,8,9,10-tetrahydro5H-pyrazino[1,2-a]pyrido[3,2-e]pyrazin-6(6aH)-one

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 176Acetic Acid溶媒

実験手順

To a solution of 14.0 g. of 1-(6-fluoro-3-nitro-2-pyridinyl)-4-carbobenzoxypiperazine-2-carboxylic acid in 300 ml. of acetic acid is added, while stirring, 7.0 g. of iron powder. The mixture is warmed to 55° for 3 hours then concentrated. The residue is treated with water and extracted with methylene chloride, dried (MgSO4) and concentrated. The residue is placed on a dry column of alumina and eluted with chloroform. The product band in the column is cut out and the product is washed from the alumina with methanol. Concentration of the methanol wash gives 5.0 g. of the light green-colored title product. Recrystallization from ethanol gives 2.2 g. of pure product, m.p. 210°-214°.

後処理

  1. temperatureThe mixture is warmed to 55° for 3 hours
  2. concentrationthen concentrated
  3. additionThe residue is treated with water
  4. extractionextracted with methylene chloride
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated
  7. washeluted with chloroform
  8. washthe product is washed from the alumina with methanol
  9. washConcentration of the methanol wash
  10. customgives 5.0 g

出典と根拠

ORDレコード
ord-866fe73220584e7f8b5edee7eda2f921
出典データセット
uspto-grants-1979_02
特許番号
US04138564

反応ノート

読み込み中…