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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 486192
ノート
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反応式

HRID 486192 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 3

HCID 3283Diethyl Ether溶媒HCID 8857Ethyl Acetate溶媒
HCID 21899381
Acetic acid--water (1/1)
溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a7ed3fcc6b6b411dbb50f9ef97dab2e2
出典データセット
uspto-grants-1994_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05290785

反応ノート

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