Ammonium Chloride → 1-(4-Ethylpiperazin-1-yl)-3-[4-(3-hydroxy-3-methylbutyl)phenyl]isoquinoline dihydrochloride

HRID 1814564ノート

反応式

HRID 1814564 の反応式
[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=[C:11]([C:19]3[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][C:27](=[O:29])[CH3:28])=[CH:21][CH:20]=3)[N:10]=2)[CH2:5][CH2:4]1)[CH3:2].[CH3:30][Mg]Br.CCOCC.[Cl-:38].[NH4+]>O1CCCC1>[ClH:38].[ClH:38].[CH2:1]([N:3]1[CH2:4][CH2:5][N:6]([C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=[C:11]([C:19]3[CH:20]=[CH:21][C:22]([CH2:25][CH2:26][C:27]([OH:29])([CH3:30])[CH3:28])=[CH:23][CH:24]=3)[N:10]=2)[CH2:7][CH2:8]1)[CH3:2]

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 225031951-(4-Ethylpiperazin-1-yl)-3-[4-(3-oxobutyl)phenyl]isoquinolineHCID 178467822HCID 178467822、化合物2 回

生成物 1

HCID 225029971-(4-Ethylpiperazin-1-yl)-3-[4-(3-hydroxy-3-methylbutyl)phenyl]isoquinoline dihydrochloride

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

The resulting 1-(4-ethylpiperazin-1-yl)-3-[4-(3-oxobutyl)phenyl]isoquinoline (0.50 g) was dissolved in tetrahydrofuran (50 ml), and the mixture was stirred under ice-cooling, to which was then added 3.0M methylmagnesium bromide/ether solution (860 μl). The resulting mixture was stirred for 30 min. Then, 3.0M methylmagnesium bromide/ethyl ether solution (860 μl) was additionally added thereto, and the resulting mixture was stirred for 2 hr. An aqueous solution of saturated ammonium chloride was added to the mixture and extracted with ethyl acetate. The organic layer was washed with brine and dried over magnesium sulfate. The solvent was evaporated, and the resulting residue was purified by silica gel column chromatography (toluene/acetone system), to give 0.21 g of the free compound of the title compound as a colorless viscous oil.

後処理

  1. temperaturecooling, to which
  2. stirringThe resulting mixture was stirred for 30 min
  3. stirringthe resulting mixture was stirred for 2 hr
  4. extractionextracted with ethyl acetate
  5. washThe organic layer was washed with brine
  6. dry with materialdried over magnesium sulfate
  7. customThe solvent was evaporated
  8. customthe resulting residue was purified by silica gel column chromatography (toluene/acetone system)

出典と根拠

ORDレコード
ord-246ff9cec7c74ec99e988ec764541005
出典データセット
uspto-grants-2005_04
特許番号
US06875761B2

反応ノート

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