1,3-Dibromopropane → 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidine-3-carbonitrile

HRID 349555ノート

反応式

HRID 349555 の反応式
[NH2:1][C:2]1[NH:6][N:5]=[CH:4][C:3]=1[C:7]#[N:8].C(N(CC)CC)C.Br[CH2:17][CH2:18][CH2:19]Br>O1CCOCC1>[N:5]1[N:6]2[CH2:17][CH2:18][CH2:19][NH:1][C:2]2=[C:3]([C:7]#[N:8])[CH:4]=1

参加物

5

反応物 3

HCID 80011,3-DibromopropaneHCID 8471TriethylamineHCID 855155-Amino-4-cyanopyrazole

生成物 1

HCID 1356713724,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidine-3-carbonitrile

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
95 °C

実験手順

To a solution of 5-aminopyrazole-4-carbonitrile (102 g) and triethylamine (316 ml) in 1,4-dioxane (2000 ml) was added 1,3-dibromopropane (115 ml), and the mixture was stirred at 95° C. for 5 days. The insoluble materials were removed by filtration, and the filtrate was concentrated in vacuo. To the residue was added 10% aqueous citric acid solution, and the mixture was extracted with chloroform. The extract was dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo. The residue was triturated with 2-propanol and dried in vacuo to give 4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carbonitrile (8.0 g) as a solid.

後処理

  1. customThe insoluble materials were removed by filtration
  2. concentrationthe filtrate was concentrated in vacuo
  3. additionTo the residue was added 10% aqueous citric acid solution
  4. extractionthe mixture was extracted with chloroform
  5. dry with materialThe extract was dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe residue was triturated with 2-propanol
  9. customdried in vacuo

出典と根拠

ORDレコード
ord-912c718fea374522827ed71adc7db813
出典データセット
uspto-grants-2007_02
特許番号
US07179801B2

反応ノート

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