Triethylamine → Methyl 2-(4-methyl-6-(4-methylpiperazin-1-yl)-2-phenylpyrimidin-5-yl)pentanoate

HRID 1399630노트

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HRID 1399630 반응식
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.C(N(CC)CC)C.Cl[C:16]1[C:21]([CH:22]([CH2:27][CH2:28][CH3:29])[C:23]([O:25][CH3:26])=[O:24])=[C:20]([CH3:30])[N:19]=[C:18]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[N:17]=1>O1CCCC1.C(=O)([O-])O.[Na+]>[CH3:30][C:20]1[C:21]([CH:22]([CH2:27][CH2:28][CH3:29])[C:23]([O:25][CH3:26])=[O:24])=[C:16]([N:5]2[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]2)[N:17]=[C:18]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[N:19]=1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 531671-MethylpiperazineHCID 86665652Methyl 2-(4-chloro-6-methyl-2-phenylpyrimidin-5-yl)pentanoate

생성물 1

HCID 66955770Methyl 2-(4-methyl-6-(4-methylpiperazin-1-yl)-2-phenylpyrimidin-5-yl)pentanoate수율 63%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 516892Sodium Bicarbonate용매

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온도
100 °C

실험 절차

1-methylpiperazine (0.111 mL, 1.00 mmol) and triethylamine (0.277 mL; 2.00 mmol) were 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). the reaction vessel was heated at 100° C. for 18 h. 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, filtered and concentrated under reduced pressure. Purification by flash-chromatography on silica gel using a gradient of ethyl acetate (60-100%) in heptane furnished 0.120 g (63%) of the title compound.

후처리

  1. extractionwas extracted with ethyl acetate
  2. washThe combined organics were washed with brine
  3. dry with materialdried over magnesium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customPurification by flash-chromatography on silica gel using a gradient of ethyl acetate (60-100%) in heptane

출처 및 근거

ORD 기록
ord-197380864fff42fcba8ea8692a4204a8
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08906906B2

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