N,N-Dimethyl-1,4-cyclohexanediamine → N,N-Dimethyl-N'-(3-pyridin-2-yl-7,8-dihydro-6H-cyclopenta[g]quinoxalin-2yl)-cyclohexane-1,4-diamine

HRID 1266138

반응식

HRID 1266138 반응식
Cl[C:2]1[C:3]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=2)=[N:4][C:5]2[CH:6]=[C:7]3[CH2:14][CH2:13][CH2:12][C:8]3=[CH:9][C:10]=2[N:11]=1.[CH3:21][N:22]([CH3:30])[CH:23]1[CH2:28][CH2:27][CH:26]([NH2:29])[CH2:25][CH2:24]1>C1(C)C=CC=CC=1>[CH3:21][N:22]([CH3:30])[CH:23]1[CH2:28][CH2:27][CH:26]([NH:29][C:2]2[C:3]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=3)=[N:4][C:5]3[CH:6]=[C:7]4[CH2:14][CH2:13][CH2:12][C:8]4=[CH:9][C:10]=3[N:11]=2)[CH2:25][CH2:24]1

참가 물질

4

반응물 2

HCID 345823N,N-Dimethyl-1,4-cyclohexanediamineHCID 185489952-chloro-3-pyridin-2-yl-7,8-dihydro-6H-cyclopenta[g]quinoxaline

생성물 1

HCID 18549022N,N-Dimethyl-N'-(3-pyridin-2-yl-7,8-dihydro-6H-cyclopenta[g]quinoxalin-2yl)-cyclohexane-1,4-diamine수율 43.6%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A solution of 2-chloro-3-pyridin-2-yl-7,8-dihydro-6H-cyclopenta[g]quinoxaline (0.5 g) and N,N-dimethyl-cyclohexane-1,4-diamine (0.51 g) in toluene (30 mL) was refluxed under nitrogen atmosphere for 16 hours. The reaction was cooled, filtered, and concentrated under vacuum. The residue was purified by flash chromatography (silica gel, 1:19 methanol/dichloromethane) to give a yellow solid. Recrystallization from methanol and water gave the product as yellow crystals ( 0.3 g); mp 158-161° C.

후처리

  1. temperatureThe reaction was cooled
  2. filtrationfiltered
  3. concentrationconcentrated under vacuum
  4. customThe residue was purified by flash chromatography (silica gel, 1:19 methanol/dichloromethane)
  5. customto give a yellow solid
  6. customRecrystallization from methanol and water

출처 및 근거

ORD 기록
ord-9243754aa7994a89a3de227b87fa0525
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06548499B1

연결된 노트

불러오는 중…