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Methane → 6-[3-amino-4-[4-(2-pyrimidyl)-piperazin-1-yl]phenyl]-4,5-dihydro-5-methyl-3(2H)-pyridazinone

HRID 1031476
ノート
印刷プレビュー

反応式

HRID 1031476 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([C:22]2[CH:23]([CH3:29])[CH2:24][C:25](=[O:28])[NH:26][N:27]=2)[CH:7]=[CH:8][C:9]=1[N:10]1[CH2:15][CH2:14][N:13]([C:16]2[N:21]=[CH:20][CH:19]=[CH:18][N:17]=2)[CH2:12][CH2:11]1)([O-])=O.C>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([C:22]2[CH:23]([CH3:29])[CH2:24][C:25](=[O:28])[NH:26][N:27]=2)[CH:7]=[CH:8][C:9]=1[N:10]1[CH2:15][CH2:14][N:13]([C:16]2[N:17]=[CH:18][CH:19]=[CH:20][N:21]=2)[CH2:12][CH2:11]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 297MethaneHCID 144594656-[3-nitro-4-[4-(2-pyrimidyl)-piperazin-1-yl]phenyl]-4,5-dihydro-5-methyl-3(2H)-pyridazinone

生成物 1

HCID 144595026-[3-amino-4-[4-(2-pyrimidyl)-piperazin-1-yl]phenyl]-4,5-dihydro-5-methyl-3(2H)-pyridazinone収率 30.4%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

2.5 g (6.3 mmol) of 6-[3-nitro-4[4-(2-pyrimidyl)-piperazin-1-yl]-phenyl]-4,5-dihydro-5-methyl-3(2H)-pyridazinone in 130 ml of methanol are hydrogenated under a hydrogen pressure of 5 bar in the presence of 0.3 g of palladium on active charcoal (10% Pd) at 50° C. for 3 hours. After removal of the catalyst by suction filtration, the filtrate is highly concentrated by evaporation under vacuum and the residue obtained is chromatographed on silica gel, using dichloromethane/methanol (95:5) as solvent. After concentration of the product fractions by evaporation, the residue obtained is crystallized with acetone. 0.70 g (30%) of pale beige crystals, m.p. 220° to 221° C., are obtained.

後処理

  1. customat 50° C.
  2. customfor 3 hours
  3. customAfter removal of the catalyst
  4. filtrationby suction filtration
  5. concentrationthe filtrate is highly concentrated by evaporation under vacuum
  6. customthe residue obtained
  7. customis chromatographed on silica gel
  8. customAfter concentration of the product fractions by evaporation
  9. customthe residue obtained
  10. customis crystallized with acetone

出典と根拠

ORDレコード
ord-21d49d072f044432a5efbcc5d5ff3a8c
出典データセット
uspto-grants-1990_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04954501

反応ノート

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