2,4,6-Trichloropyrimidine → 4,6-Dichloro-2-(2-(S)-methylpyrrolidin-1-yl)pyrimidine

HRID 1444144노트

반응식

HRID 1444144 반응식
Cl[C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[N:3]=1.C(=O)(O)[O-].[Na+].[CH3:15][C@H:16]1[CH2:20][CH2:19][CH2:18][NH:17]1>CO>[Cl:9][C:4]1[CH:5]=[C:6]([Cl:8])[N:7]=[C:2]([N:17]2[CH2:18][CH2:19][CH2:20][C@@H:16]2[CH3:15])[N:3]=1

참가 물질

5

반응물 3

HCID 773782,4,6-TrichloropyrimidineHCID 516892Sodium BicarbonateHCID 6999702(2S)-2-methylpyrrolidine

생성물 1

HCID 591682744,6-Dichloro-2-(2-(S)-methylpyrrolidin-1-yl)pyrimidine

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
0 °C

실험 절차

Dissolve 2,4,6-trichloropyrimidine (23.5 g, 0.13 mol) in anhydrous MeOH (220 mL), and add solid sodium bicarbonate (28.3 g, 0.33 mol). Cool to 0° C. and add 2-(S)-methylpyrrolidine (12 g, 0.14 mol) dropwise. Let stir at room temperature for 16 h. Filter off the excess sodium bicarbonate, and evaporate under reduced pressure. Purify by SiO2 flash chromatography, using 50:1 hexanes:EtOAc, increasing to 30:1 hexanes:EtOAc, to provide the title compound as a white solid.

후처리

  1. filtrationFilter off the excess sodium bicarbonate
  2. customevaporate under reduced pressure
  3. customPurify by SiO2 flash chromatography
  4. temperatureEtOAc, increasing to 30:1 hexanes

출처 및 근거

ORD 기록
ord-a803a185017343f1864ccf7b064a2eae
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07662830B2

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