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Hydrochloric Acid → 8,9-dihydro-7-[(hydroxy)(5-methyl-1H-imidazol-4-yl)methyl]pyrido[1,2-a]indol-6(7H)-one hydrochloride

HRID 1681715
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HRID 1681715 반응식
[OH:1][CH:2]([C:17]1[N:18]=[CH:19][N:20](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[C:21]=1[CH3:22])[CH:3]1[C:15](=[O:16])[N:7]2[C:8]3[C:13]([CH:14]=[C:6]2[CH2:5][CH2:4]1)=[CH:12][CH:11]=[CH:10][CH:9]=3.[ClH:42]>C(O)(=O)C.O.C(OCC)(=O)C.CCOCC>[ClH:42].[OH:1][CH:2]([C:17]1[N:18]=[CH:19][NH:20][C:21]=1[CH3:22])[CH:3]1[C:15](=[O:16])[N:7]2[C:8]3[C:13]([CH:14]=[C:6]2[CH2:5][CH2:4]1)=[CH:12][CH:11]=[CH:10][CH:9]=3
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 313Hydrochloric AcidHCID 117569938,9-dihydro-7-[(hydroxy)(5-methyl-1-trityl-1H-imidazol-4-yl)methyl]pyrido[1,2-a]indol-6(7H)-one

생성물 1

HCID 190973268,9-dihydro-7-[(hydroxy)(5-methyl-1H-imidazol-4-yl)methyl]pyrido[1,2-a]indol-6(7H)-one hydrochloride

시약·촉매·용매 3

HCID 3283Diethyl Ether용매HCID 8857Ethyl Acetate용매
HCID 21899381
Acetic acid--water (1/1)
용매

실험 절차

A solution of 8,9-dihydro-7-[(hydroxy) (5-methyl-1-trityl-1H-imidazol-4-yl)methyl]pyrido[1,2-a]indol-6(7H)-one (1.1 g) in acetic acid-water (3:1, 48 ml) was stirred at 65° C. for 90 minutes. After evaporation of the solvent, the residue was diluted with water, neutralized with an aqueous solution of sodium hydrogencarbonate, and extracted with chloroform. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and evaporated in vacuo. The obtained amorphous powder contained two products which showed close Rf values (0.3 and 0.4 respectively) by TLC (20% methanol-chloroform). Separation with silica gel column chromatography (10% methanol-chloroform) gave two fractions. The residue obtained from the first eluted fraction was dissolved in ethyl acetate and treated with hydrogen chloride in ether to give one isomer with an upper Rf value of 8,9-dihydro-7-[(hydroxy) (5-methyl-1H-imidazol-4-yl)methyl]pyrido[1,2-a]indol-6(7H)-one hydrochloride (86.1 mg), which was designated as the isomer A.

후처리

  1. customAfter evaporation of the solvent
  2. additionthe residue was diluted with water
  3. extractionextracted with chloroform
  4. washThe organic layer was washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customevaporated in vacuo
  7. customshowed close Rf values (0.3 and 0.4 respectively) by TLC (20% methanol-chloroform)
  8. customSeparation with silica gel column chromatography (10% methanol-chloroform)
  9. customgave two fractions
  10. customThe residue obtained from the first eluted fraction

출처 및 근거

ORD 기록
ord-f69fe536f649475aa46593bfc98acae5
출처 데이터셋
uspto-grants-1992_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05173493

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