Ammonia → 2-Nitro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine

HRID 592619노트

반응식

HRID 592619 반응식
Br[CH2:2][CH2:3][N:4]1[C:8]([CH2:9]Br)=[CH:7][C:6]([N+:11]([O-:13])=[O:12])=[N:5]1.[NH3:14]>O1CCOCC1>[N+:11]([C:6]1[CH:7]=[C:8]2[CH2:9][NH:14][CH2:2][CH2:3][N:4]2[N:5]=1)([O-:13])=[O:12]

참가 물질

4

반응물 2

HCID 222AmmoniaHCID 575020831-(2-bromoethyl)-5-(bromomethyl)-3-nitro-1H-pyrazole

생성물 1

HCID 580442792-Nitro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine수율 100%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
50 °C

실험 절차

A sealed tube equipped with a magnetic stirrer was charged with 125c (4 g, 12.9 mmol) 0.5M ammonia solution in dioxane (200 mL). The resulting mixture was carefully heated to 50° C. overnight. After this time, the reaction mixture was concentrated under reduced pressure, and to the residue was added H2O (50 mL) and EtOAc (50 mL). The aqueous layer was separated and extracted with EtOAc (2×50 mL). The combined organic extracts were washed with brine (100 mL) and dried over sodium sulfate. The resulting solution was concentrated under reduced pressure to afford a 100% yield (2.1 g) of crude 125d.

후처리

  1. customA sealed tube equipped with a magnetic stirrer
  2. concentrationAfter this time, the reaction mixture was concentrated under reduced pressure
  3. additionto the residue was added H2O (50 mL) and EtOAc (50 mL)
  4. customThe aqueous layer was separated
  5. extractionextracted with EtOAc (2×50 mL)
  6. washThe combined organic extracts were washed with brine (100 mL)
  7. dry with materialdried over sodium sulfate
  8. concentrationThe resulting solution was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-b4de3070cf5849268b435dbd0bc52220
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09238655B2

반응 노트

불러오는 중…