Piperidine → 7-bromo-2-(pyrrolidin-2-yl)quinazolin-4(3H)-one

HRID 1619345ノート

反応式

HRID 1619345 の反応式
C1C2C(COC([N:18]3[CH2:22][CH2:21][CH2:20][CH:19]3[C:23]3[NH:32][C:31](=[O:33])[C:30]4[C:25](=[CH:26][C:27]([Br:34])=[CH:28][CH:29]=4)[N:24]=3)=O)C3C(=CC=CC=3)C=2C=CC=1.N1CCCCC1>CC#N.O>[Br:34][C:27]1[CH:26]=[C:25]2[C:30]([C:31](=[O:33])[NH:32][C:23]([CH:19]3[CH2:20][CH2:21][CH2:22][NH:18]3)=[N:24]2)=[CH:29][CH:28]=1

参加物

5

反応物 2

HCID 8082PiperidineHCID 136038175(9H-fluoren-9-yl)methyl 2-(7-bromo-4-oxo-3,4-dihydroquinazolin-2-yl)pyrrolidine-1-carboxylate

生成物 1

HCID 1360381767-bromo-2-(pyrrolidin-2-yl)quinazolin-4(3H)-one収率 53%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6342Acetonitrile溶媒

実験手順

A solution of (9H-fluoren-9-yl)methyl-2-(7-bromo-4-oxo-3,4-dihydroquinazolin-2-yl)pyrrolidine-1-carboxylate (305 mg, 1.04 mmol) and piperidine (2 mL) in CH3CN was stirred at room temperature for 2 h. The mixture was diluted with H2O (30 mL) and extracted with ethyl acetate (3×100 mL). The combined organic layers were washed with brine and dried over Na2SO4. After filtration and concentration, the crude product was purified by column chromatography to give 162 mg of the desired product. MS (ESI): 294, 296 (MH+)

後処理

  1. extractionextracted with ethyl acetate (3×100 mL)
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationAfter filtration and concentration
  5. customthe crude product was purified by column chromatography

出典と根拠

ORDレコード
ord-e4ebb1c2626e4c6994098f4a2646c673
出典データセット
uspto-grants-2014_07
特許番号
US08772301B2

反応ノート

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