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

HRID 421313ノート

反応式

HRID 421313 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-ed798535387844c58392e0b09e6fc0e4
出典データセット
uspto-grants-2012_01
特許番号
US08097622B2

反応ノート

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