Morpholine → 6-Morpholin-4-yl-9-(tetrahydro-2H-pyran-2-yl)-2-(tributylstannyl)-9H-purine

HRID 1876503노트

반응식

HRID 1876503 반응식
Cl[C:2]1[N:10]=[C:9]([Sn:11]([CH2:20][CH2:21][CH2:22][CH3:23])([CH2:16][CH2:17][CH2:18][CH3:19])[CH2:12][CH2:13][CH2:14][CH3:15])[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][O:25]1.[NH:30]1[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1>C(#N)C>[N:30]1([C:2]2[N:10]=[C:9]([Sn:11]([CH2:20][CH2:21][CH2:22][CH3:23])([CH2:16][CH2:17][CH2:18][CH3:19])[CH2:12][CH2:13][CH2:14][CH3:15])[N:8]=[C:7]3[C:3]=2[N:4]=[CH:5][N:6]3[CH:24]2[CH2:29][CH2:28][CH2:27][CH2:26][O:25]2)[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1

참가 물질

4

반응물 2

HCID 8083MorpholineHCID 112263006-Chloro-9-(tetrahydro-2H-pyran-2-yl)-2-(tributylstannyl)-9H-purine

생성물 1

HCID 593336046-Morpholin-4-yl-9-(tetrahydro-2H-pyran-2-yl)-2-(tributylstannyl)-9H-purine수율 91.3%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

6-Chloro-9-(tetrahydro-2H-pyran-2-yl)-2-(tributylstannyl)-9H-purine (3.3 g, 6.25 mmol) was dissolved in acetonitrile (30 ml) followed by the addition of morpholine (2.2 ml, 25 mmol) and the resulting mixture was heated to reflux for 1 hour. The reaction mixture was partitioned with ethyl acetate and saturated aqueous sodium bicarbonate solution, the organic layer was dried over magnesium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (hexane:ethyl acetate=9:1 to 8:2) to give the title compound (3.3 g, 91%) as a pale yellow oil.

후처리

  1. temperaturethe resulting mixture was heated
  2. temperatureto reflux for 1 hour
  3. customThe reaction mixture was partitioned with ethyl acetate and saturated aqueous sodium bicarbonate solution
  4. dry with materialthe organic layer was dried over magnesium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customThe residue was purified by silica gel chromatography (hexane:ethyl acetate=9:1 to 8:2)

출처 및 근거

ORD 기록
ord-e7479ecaac4a47848d18ee867fc86e52
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08309546B2

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