Ethanol → 4-(4,6-Dimethylpyrimidin-2-yl)morpholine

HRID 2245223

반응식

HRID 2245223 반응식
Br.[O:2]1[CH2:7][CH2:6][N:5]([C:8]([NH2:10])=[NH:9])[CH2:4][CH2:3]1.C(O)C.[C:14]([CH2:17][C:18](=O)[CH3:19])(=O)[CH3:15]>>[CH3:15][C:14]1[CH:17]=[C:18]([CH3:19])[N:10]=[C:8]([N:5]2[CH2:6][CH2:7][O:2][CH2:3][CH2:4]2)[N:9]=1

참가 물질

4

반응물 3

HCID 702EthanolHCID 31261AcetylacetoneHCID 2806564Morpholine-4-carboximidamide Hydrobromide

생성물 1

HCID 6768024-(4,6-Dimethylpyrimidin-2-yl)morpholine수율 90%

반응 조건

온도
140 °C

실험 절차

To a suspension of morpholinoformamidine hydrobromide (2.0 g, 9.52 mmol) in ethanol (6 ml) potassium tert-butoxide (1.068 g, 9.52 mmol) then acetylacetone (2 ml, 20 mmol) were added. The reaction mixture was flashed with argon, sealed in the Emrys process vial and heated under microwave irradiation at 140° C. for 5 min. After cooling it was quenched with ethyl acetate (50 ml), filtered via plug of SiO2 (5 g) and eluted with ethyl acetate. Volatiles were removed in vacuo at 70° C. to furnish 1.65 g of pale brown oil that solidified overnight. Yield 90%. LC-MS (m/z) 193.9 (MH+); tR=0.71. 1H NMR (500 MHz, DMSO-d6): 2.23 (s, 6H), 3.62 (m, 4H), 3.67 (m, 4H), 6.44 (s, 1H).

후처리

  1. customsealed in the Emrys process vial
  2. temperatureAfter cooling it
  3. customwas quenched with ethyl acetate (50 ml)
  4. filtrationfiltered via plug of SiO2 (5 g)
  5. washeluted with ethyl acetate
  6. customVolatiles were removed in vacuo at 70° C.

출처 및 근거

ORD 기록
ord-93561c729c284735bcad2c693e0a3499
출처 데이터셋
uspto-grants-2010_03
특허 번호
US07683058B2

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