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Cesium carbonate → HCID 84689554、化合物

HRID 340433
ノート
印刷プレビュー

反応式

HRID 340433 の反応式
[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Br:8])[CH:7]=1.C(=O)([O-])[O-].[Cs+].[Cs+].CN1CCCC1=O.[NH:22]1[CH:26]=[CH:25][N:24]=[N:23]1>C(OCC)(=O)C.O>[Br:8][C:6]1[CH:5]=[N:4][CH:3]=[C:2]([N:23]2[N:24]=[CH:25][CH:26]=[N:22]2)[CH:7]=1.[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([N:22]2[CH:26]=[CH:25][N:24]=[N:23]2)[CH:7]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 10796Cesium carbonateHCID 13387N-methyl-2-pyrrolidoneHCID 693693,5-DibromopyridineHCID 178418936HCID 178418936、化合物

生成物 2

HCID 84689554HCID 84689554、化合物HCID 84689556HCID 84689556、化合物

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 8857Ethyl Acetate溶媒

反応条件

温度
100 °C

実験手順

3,5-dibromopyridine (400 mg) and cesium carbonate (550 mg) were added to an N-methylpyrrolidone (4 ml) solution containing 1H-1,2,3-triazole (117 mg), followed by stirring at 100° C. for 21 hours. The reaction mixture was cooled to room temperature, and water and ethyl acetate were added. The organic layer was collected, washed with water and then with saturated saline, and dried over anhydrous magnesium sulfate, and the solvent was distilled away under reduced pressure. The obtained residue was purified by silica gel chromatography (hexane:ethyl acetate=10:0 to 2:3), and a white solid of 3-bromo-5-(2H-1,2,3-triazol-2-yl)pyridine (55 mg) and a white solid of 3-bromo-5-(1H-1,2,3-triazol-1-yl)pyridine (48 mg) were thus obtained.

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customThe organic layer was collected
  3. washwashed with water
  4. dry with materialwith saturated saline, and dried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled away under reduced pressure
  6. customThe obtained residue was purified by silica gel chromatography (hexane:ethyl acetate=10:0 to 2:3)

出典と根拠

ORDレコード
ord-1639f6dd602547a5a401d7dbee601ace
出典データセット
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08895585B2

反応ノート

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