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

HRID 1399627
ノート
印刷プレビュー

反応式

HRID 1399627 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 516892Sodium Bicarbonate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-393e3097ae1749f787eb0fb53e31fa31
出典データセット
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08906906B2

反応ノート

読み込み中…

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