1,8-Diazabicyclo(5.4.0)undec-7-ene → 5-Amino-2-(2-furyl)-7-(4-(2-hydroxy-2-methylpropyl)piperazinyl)[1,2,4]triazolo[1,5-c]pyrimidine

HRID 1264874노트

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HRID 1264874 반응식
[NH2:1][C:2]1[N:7]2[N:8]=[C:9]([C:11]3[O:12][CH:13]=[CH:14][CH:15]=3)[N:10]=[C:6]2[CH:5]=[C:4](Cl)[N:3]=1.C1CCN2C(=NCCC2)CC1.[OH:28][C:29]([CH3:38])([CH3:37])[CH2:30][N:31]1[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]1>CS(C)=O>[NH2:1][C:2]1[N:7]2[N:8]=[C:9]([C:11]3[O:12][CH:13]=[CH:14][CH:15]=3)[N:10]=[C:6]2[CH:5]=[C:4]([N:34]2[CH2:35][CH2:36][N:31]([CH2:30][C:29]([OH:28])([CH3:37])[CH3:38])[CH2:32][CH2:33]2)[N:3]=1

참가 물질

5

반응물 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 2582022-Methyl-1-(piperazin-1-yl)propan-2-olHCID 99427675-Amino-7-chloro-2-(2-furyl)[1,2,4]triazolo[1,5-c]pyrimidine

생성물 1

HCID 154891855-Amino-2-(2-furyl)-7-(4-(2-hydroxy-2-methylpropyl)piperazinyl)[1,2,4]triazolo[1,5-c]pyrimidine수율 33%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

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온도
140 °C

실험 절차

Into 7 mL of DMSO, 500 mg (2.12 mmol) of Compound E was dissolved, and then 0.95 mL (6.36 mmol) of DBU and 1.50 g (9.50 mmol) of 1-(2-hydroxy-2-methylpropyl)piperazine were added thereto, followed by stirring at 140° C. for about 2 hours. After completion of the reaction, the reaction mixture was extracted by adding chloroform and water, and the organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. After evaporation of the solvent, the resulting residue was purified by silica gel column chromatography (3% methanol-chloroform) and then recrystallized from a mixed solvent of hexane-ethyl acetate to obtain 250 mg of Compound 1 as a white solid (yield: 33%).

후처리

  1. customAfter completion of the reaction
  2. extractionthe reaction mixture was extracted
  3. additionby adding chloroform and water
  4. washthe organic layer was washed with water and brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customAfter evaporation of the solvent
  7. customthe resulting residue was purified by silica gel column chromatography (3% methanol-chloroform)
  8. customrecrystallized from a mixed solvent of hexane-ethyl acetate

출처 및 근거

ORD 기록
ord-e2148aa9fbf54eeebc9d8a6054e8592c
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06545000B1

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