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Piperidine → Methyl 2-(4-methyl-2-phenyl-6-(piperidin-1-yl)pyrimidin-5-yl)pentanoate

HRID 1399627
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HRID 1399627 반응식
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl[C:8]1[C:13]([CH:14]([CH2:19][CH2:20][CH3:21])[C:15]([O:17][CH3:18])=[O:16])=[C:12]([CH3:22])[N:11]=[C:10]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:9]=1>O1CCCC1.C(=O)([O-])O.[Na+]>[CH3:22][C:12]1[C:13]([CH:14]([CH2:19][CH2:20][CH3:21])[C:15]([O:17][CH3:18])=[O:16])=[C:8]([N:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[N:9]=[C:10]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:11]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 8082PiperidineHCID 86665652Methyl 2-(4-chloro-6-methyl-2-phenylpyrimidin-5-yl)pentanoate

생성물 1

HCID 66955957Methyl 2-(4-methyl-2-phenyl-6-(piperidin-1-yl)pyrimidin-5-yl)pentanoate수율 51.2%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 516892Sodium Bicarbonate용매

실험 절차

Piperidine (0.198 mL; 2.00 mmol) was added to a solution of methyl 2-(4-chloro-6-methyl-2-phenylpyrimidin-5-yl)pentanoate (0.159 g; 0.5 mmol) in tetrahydrofuran (1.5 mL) and the reaction mixture was irradiated in a microwave oven at 100° C. for 30 min. The mixture was diluted with a saturated solution of sodium hydrogen carbonate and was extracted with ethyl acetate. The combined organics were washed with brine, dried over magnesium sulphate and concentrated under reduced pressure. Purification by flash-chromatography on silica gel using a gradient of ethyl acetate (2-40%) in heptane furnished 0.094 g (51%) of the title compound.

후처리

  1. customthe reaction mixture was irradiated in a microwave oven at 100° C. for 30 min
  2. extractionwas extracted with ethyl acetate
  3. washThe combined organics were washed with brine
  4. dry with materialdried over magnesium sulphate
  5. concentrationconcentrated under reduced pressure
  6. customPurification by flash-chromatography on silica gel using a gradient of ethyl acetate (2-40%) in heptane

출처 및 근거

ORD 기록
ord-393e3097ae1749f787eb0fb53e31fa31
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08906906B2

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