2-Propen-1-one, 3-(dimethylamino)-1-(4-pyridinyl)- → 2-Methyl-7-(4-pyridinyl)pyrazolo(1,5-a) pyrimidine-3-carbonitrile

HRID 345937

反応式

HRID 345937 の反応式
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([CH3:7])[C:3]=1[C:8]#[N:9].CN(C)[CH:12]=[CH:13][C:14]([C:16]1[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=1)=O>C(O)(=O)C>[CH3:7][C:4]1[C:3]([C:8]#[N:9])=[C:2]2[N:1]=[CH:12][CH:13]=[C:14]([C:16]3[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=3)[N:6]2[N:5]=1

参加物

4

反応物 2

HCID 7145312-Propen-1-one, 3-(dimethylamino)-1-(4-pyridinyl)-HCID 178434678HCID 178434678、化合物

生成物 1

HCID 150420792-Methyl-7-(4-pyridinyl)pyrazolo(1,5-a) pyrimidine-3-carbonitrile収率 52.5%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A mixture of 6.1 g of 5-amino-3-methyl-4-pyrazole carbonitrile and 8.81 g of 3-dimethylamino-1-(4-pyridinyl)-2-propen-1-one in 50 ml of glacial acetic acid is stirred and heated at reflux for 5 hours. The reaction mixture is cooled and the precipitate which forms is collected by filtration and washed with water and a little dichloromethane to give a solid. The solid is partitioned between saturated sodium bicarbonate and dichloromethane. The organic layer is dried over anhydrous sodium sulfate and passed through a short column of hydrous magensium silicate. The addition of hexane to the eluate crystallizes the product which is collected by filtration to give 6.17 g of the desired product, mp 220°-221° C.

後処理

  1. temperatureheated
  2. temperatureat reflux for 5 hours
  3. temperatureThe reaction mixture is cooled
  4. filtrationthe precipitate which forms is collected by filtration
  5. washwashed with water
  6. customa little dichloromethane to give a solid
  7. customThe solid is partitioned between saturated sodium bicarbonate and dichloromethane
  8. dry with materialThe organic layer is dried over anhydrous sodium sulfate
  9. additionThe addition of hexane to the eluate
  10. customcrystallizes the product which
  11. filtrationis collected by filtration

出典と根拠

ORDレコード
ord-736be818a20d44ff905cd66d42aed486
出典データセット
uspto-grants-1991_10
特許番号
US05059691

関連ノート

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