Propanal → HCID 21476290、化合物

HRID 1077421ノート

反応式

HRID 1077421 の反応式
[CH:1](=O)[CH2:2][CH3:3].[NH2:5][CH2:6][CH:7]1[CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]([C:16]3[CH2:17][CH2:18][C:19](=[O:22])[NH:20][N:21]=3)[CH:13]=2)[CH2:8]1.[BH4-].[Na+]>CO>[CH2:1]([NH:5][CH2:6][CH:7]1[CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]([C:16]3[CH2:17][CH2:18][C:19](=[O:22])[NH:20][N:21]=3)[CH:13]=2)[CH2:8]1)[CH2:2][CH3:3]

参加物

5

反応物 3

HCID 527PropanalHCID 4311764Sodium borohydrideHCID 21476304HCID 21476304、化合物

生成物 1

HCID 21476290HCID 21476290、化合物収率 72.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

Propanal (1.51 g) dissolved in 5 ml of methanol was added dropwise to 6.15 g of 2-aminomethyl-5-[4,5-dihydropyridazin-3(2H)-on-6-yl]indane dissolved in 60 ml of methanol. The mixture was stirred at room temperature for 30 minutes. Then, under ice cooling, 1.03 g of sodium borohydride was added to the mixture. The resulting mixture was stirred at the same temperature for 20 minutes and then stirred at room temperature for 1 hour. After methanol was removed, water was added to the residue, and the residue was extracted with ethyl acetate. The organic layer was collected by filtration, washed with water and dried, and the solvent was removed. The residue was purified by silica gel column chromatography (solvent; chloroform: methanol (15:1)) to obtain 5.22 g of 2-propylaminomethyl-5-[4,5-dihydropyridazin-3(2H)-on-6-yl]indane.

後処理

  1. stirringThe resulting mixture was stirred at the same temperature for 20 minutes
  2. stirringstirred at room temperature for 1 hour
  3. customAfter methanol was removed
  4. additionwater was added to the residue
  5. extractionthe residue was extracted with ethyl acetate
  6. filtrationThe organic layer was collected by filtration
  7. washwashed with water
  8. customdried
  9. customthe solvent was removed
  10. customThe residue was purified by silica gel column chromatography (solvent; chloroform: methanol (15:1))

出典と根拠

ORDレコード
ord-8a9749d89826476388ac690bff6aa5e3
出典データセット
uspto-grants-1996_08
特許番号
US05543409

反応ノート

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