Propanal → HCID 21476290, 화합물

HRID 1077421노트

반응식

HRID 1077421 반응식
[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]

참가 물질

5

반응물 3

HCID 527PropanalHCID 4311764Sodium borohydrideHCID 21476304HCID 21476304, 화합물

생성물 1

HCID 21476290HCID 21476290, 화합물수율 72.4%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

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.

후처리

  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))

출처 및 근거

ORD 기록
ord-8a9749d89826476388ac690bff6aa5e3
출처 데이터셋
uspto-grants-1996_08
특허 번호
US05543409

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