Hydrochloric Acid → 3-(4-Fluorophenyl)-5-isopropyl-1-(4-methylpiperidino)-2-phenyl-pyrrole

HRID 704750

反応式

HRID 704750 の反応式
Cl.[F:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([CH2:18][C:19](=O)[CH:20]([CH3:22])[CH3:21])[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=O)=[CH:5][CH:4]=1.[NH2:24][N:25]1[CH2:30][CH2:29][CH:28]([CH3:31])[CH2:27][CH2:26]1.CN(C)C=O>C1(C)C=CC=CC=1.C(OCC)(=O)C.O>[F:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:18]=[C:19]([CH:20]([CH3:22])[CH3:21])[N:24]([N:25]3[CH2:30][CH2:29][CH:28]([CH3:31])[CH2:27][CH2:26]3)[C:10]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:5][CH:4]=1

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 37335874-Methylpiperidin-1-amineHCID 143002712-(4-Fluorophenyl)-5-methyl-1-phenylhexane-1,4-dione

生成物 1

HCID 145787713-(4-Fluorophenyl)-5-isopropyl-1-(4-methylpiperidino)-2-phenyl-pyrrole

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 1140Toluene溶媒HCID 8857Ethyl Acetate溶媒

実験手順

3.4 ml of conc. hydrochloric acid are added to 10.1 g (34 mmol) of the compound from Example 2 and 11.6 g (102 mmol) of N-amino-4-methyl-piperidine in 100 ml of toluene AR and 50 ml of dimethylformamide and the mixture is boiled for 24 hours in a water separator. The mixture is cooled, diluted using 200 ml of ethyl acetate and extracted three times using 1N hydrochloric acid and twice using saturated sodium hydrogen carbonate solution. The organic phase is dried over magnesium sulphate and concentrated in vacuo, and the residue is chromatographed on a column (silica gel 70-230 mesh, using ethyl acetate/petroleum ether 5:95).

後処理

  1. temperatureThe mixture is cooled
  2. additiondiluted
  3. extractionextracted three times
  4. dry with materialThe organic phase is dried over magnesium sulphate
  5. concentrationconcentrated in vacuo
  6. customthe residue is chromatographed on a column (silica gel 70-230 mesh, using ethyl acetate/petroleum ether 5:95)

出典と根拠

ORDレコード
ord-ded4a07d12c349e18f01b4b42b5ff57f
出典データセット
uspto-grants-1991_01
特許番号
US04988711

関連ノート

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