Ethyl formate → 4-cyclopropyl-1H-pyrazol-3-amine

HRID 528770

반응식

HRID 528770 반응식
[Na].[CH:2](OCC)=O.[CH:7]1([CH2:10][C:11]#[N:12])[CH2:9][CH2:8]1.[NH2:13][NH2:14]>CCOCC.C1COCC1.C(O)(=O)C>[CH:7]1([C:10]2[CH:2]=[N:14][NH:13][C:11]=2[NH2:12])[CH2:9][CH2:8]1

참가 물질

8

반응물 4

HCID 8025Ethyl formateHCID 9321HydrazineHCID 643447CyclopropylacetonitrileHCID 5360545Sodium

생성물 1

HCID 235693104-cyclopropyl-1H-pyrazol-3-amine

시약·촉매·용매 3

HCID 176Acetic Acid용매2회HCID 3283Diethyl Ether용매2회HCID 8028Tetrahydrofuran용매

실험 절차

To 7 g (0.3 mol) of freshly cut sodium chunks in 220 mL dry ether under nitrogen and external ice cooling was added a solution of 25 mL (0.3 mol) ethyl formate followed by a solution of 25 g (0.3 mol) cyclopropylacetonitrile in 50 mL dry ether, and the mixture was stirred at room temperature for 2 days. 19 mL (0.3 mol) glacial acetic acid was added whilst maintaining the internal temperature at 10-12° C., the solids were filtered off and the filtrate was concentrated at below 20° C. The residue was treated with 300 mL (0.6 mol) 2 M hydrazine in THF, 5 mL glacial acetic acid and heated at reflux for 2 hours. After cooling, the mixture was concentrated and the desired product was obtained by kugelrohr distillation. The product was used in the next step without further purification.

후처리

  1. temperaturewhilst maintaining the internal temperature at 10-12° C.
  2. filtrationthe solids were filtered off
  3. concentrationthe filtrate was concentrated at below 20° C
  4. temperatureheated
  5. temperatureat reflux for 2 hours
  6. temperatureAfter cooling
  7. concentrationthe mixture was concentrated

출처 및 근거

ORD 기록
ord-68ba72dfd7d845bea27c13380b53b694
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09346816B2

연결된 노트

불러오는 중…