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

HRID 349555

반응식

HRID 349555 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
95 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-912c718fea374522827ed71adc7db813
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07179801B2

연결된 노트

불러오는 중…