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Sodium Iodide → 2-{3-[4-(5-chloro-2-methoxyphenyl)piperazin-1-yl]propyl-amino}-N,N-dimethylbenzamide

HRID 2294148
ノート
印刷プレビュー

反応式

HRID 2294148 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:14][CH3:15])=[C:6]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH:7]=1.Cl[CH2:17][CH2:18][CH2:19][NH:20][C:21]1[CH:31]=[CH:30][CH:29]=[CH:28][C:22]=1[C:23]([N:25]([CH3:27])[CH3:26])=[O:24].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>C(#N)C.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:14][CH3:15])=[C:6]([N:8]2[CH2:9][CH2:10][N:11]([CH2:17][CH2:18][CH2:19][NH:20][C:21]3[CH:31]=[CH:30][CH:29]=[CH:28][C:22]=3[C:23]([N:25]([CH3:27])[CH3:26])=[O:24])[CH2:12][CH2:13]2)[CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 2735754HCID 2735754、化合物HCID 214734352-(3-chloropropyl)amino-N,N-dimethylbenzamide

生成物 1

HCID 214734652-{3-[4-(5-chloro-2-methoxyphenyl)piperazin-1-yl]propyl-amino}-N,N-dimethylbenzamide収率 40.6%

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 6342Acetonitrile溶媒

実験手順

A mixture of 1-(5-chloro-2-methoxyphenyl)piperazine (365 mg, 1.6 mmol), prepared as in Example 2, 2-(3-chloropropyl)amino-N,N-dimethylbenzamide (385 mg of crude mixture), prepared as in Example 28, potassium carbonate (550 mg, 3.98 mmol) and sodium iodide (240 mg, 1.6 mmol) in 20 mL of acetonitrile was heated at reflux for 18 hours. The mixture was poured into water and extracted with ethyl acetate (2×50 mL). The combined extract was washed with brine, dried (MgSO4) and concentrated. The residue was purified on silica gel by flash chromatography eluting with 6% methanol/methylene chloride to give 2-{3-[4-(5-chloro-2-methoxyphenyl)piperazin-1-yl ]propylamino}-N,N-dimethylbenzamide (280 mg, 0.65 mmol).

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 18 hours
  3. extractionextracted with ethyl acetate (2×50 mL)
  4. extractionThe combined extract
  5. washwas washed with brine
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated
  8. customThe residue was purified on silica gel by flash chromatography
  9. washeluting with 6% methanol/methylene chloride

出典と根拠

ORDレコード
ord-46b0388b059643fb89553b61e5746c23
出典データセット
uspto-grants-1997_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05688795

反応ノート

読み込み中…

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