Sodium Cyanide → 5-Bromopyrimidine-2-carbonitrile

HRID 514893

反応式

HRID 514893 の反応式
[C-]#N.[Na+].C1N2CC[N:6](CC2)[CH2:5]1.[Br:12][C:13]1[CH:14]=[N:15][C:16](Cl)=[N:17][CH:18]=1>CS(C)=O.O>[Br:12][C:13]1[CH:14]=[N:15][C:16]([C:5]#[N:6])=[N:17][CH:18]=1

参加物

6

反応物 3

HCID 8929Sodium CyanideHCID 9237DabcoHCID 6066655-Bromo-2-chloropyrimidine

生成物 1

HCID 6865465-Bromopyrimidine-2-carbonitrile収率 345.1%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒2 回HCID 962Water溶媒2 回

実験手順

To a solution of NaCN (0.849 g, 17.32 mmol) and DABCO (0.390 g, 3.48 mmol) in a mixture of DMSO (4 ml) and H2O (9 ml) was added a solution of 5-bromo-2-chloropyrimidine (3.05 g, 15.75 mmol) in DMSO (9 ml). The solution was stirred at room temperature overnight, and then diluted with water, and extracted with EtOAc. The combined organic layer was dried over anhydrous Na2SO4 and concentrated to give 5-bromopyrimidine-2-carbonitrile (2.327 g, 12.01 mmol, 76% yield, 1H NMR (CDCl3 500 MHz): δ 8.94 (s, 2H)).

後処理

  1. extractionextracted with EtOAc
  2. dry with materialThe combined organic layer was dried over anhydrous Na2SO4
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-fd48237f294746c798ba3a3ce2577919
出典データセット
uspto-grants-2015_08
特許番号
US09108938B2

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