Potassium Carbonate → (S)-N-(1-(3-aminophenyl)ethyl)-6-chloropyrazin-2-amine

HRID 572202

반응식

HRID 572202 반응식
[NH2:1][C@H:2]([C:4]1[CH:5]=[C:6]([CH:8]=[CH:9][CH:10]=1)[NH2:7])[CH3:3].[Cl:11][C:12]1[CH:17]=[N:16][CH:15]=[C:14](Cl)[N:13]=1.C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1>[NH2:7][C:6]1[CH:5]=[C:4]([C@@H:2]([NH:1][C:14]2[CH:15]=[N:16][CH:17]=[C:12]([Cl:11])[N:13]=2)[CH3:3])[CH:10]=[CH:9][CH:8]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 785042,6-DichloropyrazineHCID 40637894(S)-3-(1-aminoethyl)aniline

생성물 1

HCID 25218447(S)-N-(1-(3-aminophenyl)ethyl)-6-chloropyrazin-2-amine수율 85%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A mixture of 3-[(1S)-1-aminoethyl]aniline (7.5 g, 55 mmol), 2,6-dichloropyrazine (12.3 g, 82.5 mmol) and potassium carbonate (15.2 g, 110 mmol) in dioxane (140 mL) was heated at reflux for 3 days. After this time the mixture was cooled to room temperature, filtered and concentrated under reduced pressure to give an orange oil which was purified by flash chromatography (silica, ethyl acetate/hexanes) to give N-[(1S)-1-(3-aminophenyl)ethyl]-6-chloropyrazin-2-amine (11.6 g, 85%) as a beige solid.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 3 days
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customto give an orange oil which
  6. customwas purified by flash chromatography (silica, ethyl acetate/hexanes)

출처 및 근거

ORD 기록
ord-716d4d43e86a42a9b27bb48b7332c816
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09029386B2

연결된 노트

불러오는 중…