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Fumaric Acid → (RS)-2-(6-methoxy-1,4-dihydroindeno[2,1-c]pyrazol-1-yl)-1-methyl-ethylamine fumarate

HRID 864064
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HRID 864064 반응식
[N:1]([CH:4]([CH3:20])[CH2:5][N:6]1[C:10]2=[CH:11][C:12]3[C:17]([CH2:16][CH:15]=[C:14]([O:18][CH3:19])[CH:13]=3)=[C:9]2[CH:8]=[N:7]1)=[N+]=[N-].[C:21]([OH:28])(=[O:27])/[CH:22]=[CH:23]/[C:24]([OH:26])=[O:25]>C(O)C.C(OCC)C.CO.[Pt]=O>[C:21]([OH:28])(=[O:27])/[CH:22]=[CH:23]/[C:24]([OH:26])=[O:25].[CH3:19][O:18][C:14]1[CH:13]=[C:12]2[C:17]([CH2:16][CH:15]=1)=[C:9]1[C:10]([N:6]([CH2:5][CH:4]([NH2:1])[CH3:20])[N:7]=[CH:8]1)=[CH:11]2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 2

HCID 444972Fumaric AcidHCID 19420937(RS)-1-(2-azido-propyl)-6-methoxy-1,4-dihydro-indeno[2,1-c]pyrazole

생성물 1

HCID 19420943(RS)-2-(6-methoxy-1,4-dihydroindeno[2,1-c]pyrazol-1-yl)-1-methyl-ethylamine fumarate수율 86%

시약·촉매·용매 4

HCID 82844Platinum oxide (PtO)촉매HCID 702Ethanol용매
HCID 887
Methanol
용매
HCID 3283Diethyl Ether용매

실험 절차

1.58 g (5.86 mmol) of (RS)-1-(2-azido-propyl)-6-methoxy-1,4-dihydro-indeno[2,1-c]pyrazole dissolved in 50 ml of anhydrous ethanol were hydrogenated over 160 mg of platinum oxide for 2 hours. The catalyst was subsequently filtered off, rinsed with ethanol and the solvent was removed in a vacuum. The colorless oil obtained was dissolved in 80 ml of anhydrous diethyl ether, filtered and treated while stirring with a solution of 680 mg (5.86 mmol) of fumaric acid in 10 ml of methanol. The mixture was stirred at room temperature for 15 hours and the white crystals were subsequently filtered off. 1.81 g (86%) of (RS)-2-(6-methoxy-1,4-dihydroindeno[2,1-c]pyrazol-1-yl)-1-methyl-ethylamine fumarate (1:1) with m.p. 192°-194° were obtained.

후처리

  1. filtrationThe catalyst was subsequently filtered off
  2. washrinsed with ethanol
  3. customthe solvent was removed in a vacuum
  4. customThe colorless oil obtained
  5. filtrationfiltered
  6. additiontreated
  7. filtrationthe white crystals were subsequently filtered off

출처 및 근거

ORD 기록
ord-35812cd9fdca4b6d9ac452062e78124c
출처 데이터셋
uspto-grants-1996_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05561150

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