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

HRID 49787노트

반응식

HRID 49787 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-54fccd73dcba46ffa30693578c68994e
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06710043B1

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