Water → N-(1-methoxycarbonylpiperidin-4-yl)-N'-(4-fluorophenyl)urea

HRID 49787ノート

反応式

HRID 49787 の反応式
[NH:1]1[CH2:6][CH2:5][CH:4]([NH:7][C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)=[O:9])[CH2:3][CH2:2]1.N1C=CC=CC=1.Cl[C:25]([O:27][CH3:28])=[O:26].O>O1CCCC1.C(OCC)(=O)C>[CH3:28][O:27][C:25]([N:1]1[CH2:6][CH2:5][CH:4]([NH:7][C:8]([NH:10][C:11]2[CH:12]=[CH:13][C:14]([F:17])=[CH:15][CH:16]=2)=[O:9])[CH2:3][CH2:2]1)=[O:26]

参加物

7

反応物 4

HCID 962WaterHCID 1049PyridineHCID 6586Methyl chloroformateHCID 167815363-(4-fluorophenyl)-1-(piperidin-4-yl)urea

生成物 1

HCID 9796177N-(1-methoxycarbonylpiperidin-4-yl)-N'-(4-fluorophenyl)urea

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of N-(piperidin-4-yl)-N′-(4-fluorophenyl)urea (0.3 g) in tetrahydrofuran (4 ml) were added in turn pyridine (0.28 ml), methyl chloroformate (98 μl) and catalytic amount of N,N-dimethylaminopyridine at 0° C. The mixture was allowed to warm to ambient temperature and stirred for 2 hours. The reaction mixture was taken up into a mixture of water and ethyl acetate. The separated organic layer was washed in turn with hydrochloric acid (1N), aqueous sodium hydrogen carbonate, and brine, and dried over magnesium sulfate. Evaporation under reduced pressure gave a residue, which was triturated with diisopropyl ether to give N-(1-methoxycarbonylpiperidin-4-yl)-N′-(4-fluorophenyl)urea (0.312 g).

後処理

  1. washThe separated organic layer was washed in turn with hydrochloric acid (1N), aqueous sodium hydrogen carbonate, and brine
  2. dry with materialdried over magnesium sulfate
  3. customEvaporation under reduced pressure
  4. customgave a residue, which
  5. customwas triturated with diisopropyl ether

出典と根拠

ORDレコード
ord-54fccd73dcba46ffa30693578c68994e
出典データセット
uspto-grants-2004_03
特許番号
US06710043B1

反応ノート

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