Oxalic Acid → (E)-1-(2-Pyridyl)-2-[2-(3-pyridyl)ethenyl]-1H-benzimidazole oxalate

HRID 50951

반응식

HRID 50951 반응식
[CH3:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)[C:5]2[CH:13]=[CH:14][CH:15]=[CH:16][C:4]=2[N:3]=1.[N:17]1[CH:22]=[CH:21][CH:20]=[C:19]([CH:23]=O)[CH:18]=1.Cl.Cl.N1C=CC=CC=1N1C2C=CC=CC=2N=C1/C=C/C1C=CC=CN=1.[C:50]([OH:55])(=[O:54])[C:51]([OH:53])=[O:52]>CO>[C:50]([OH:55])(=[O:54])[C:51]([OH:53])=[O:52].[N:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[N:6]1[C:5]2[CH:13]=[CH:14][CH:15]=[CH:16][C:4]=2[N:3]=[C:2]1/[CH:1]=[CH:23]/[C:19]1[CH:18]=[N:17][CH:22]=[CH:21][CH:20]=1

참가 물질

6

반응물 4

HCID 971Oxalic AcidHCID 103713-PyridinecarboxaldehydeHCID 227366432-Methyl-1-(pyridin-2-yl)-1H-benzimidazoleHCID 22736657(E)-1-(2-Pyridyl)-2-[2-(2-pyridyl)ethenyl]-1H-benzimidazole dihydrochloride

생성물 1

HCID 22736735(E)-1-(2-Pyridyl)-2-[2-(3-pyridyl)ethenyl]-1H-benzimidazole oxalate

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Free base of the titled compound was prepared from 2-methyl-1-(2-pyridyl)-1H-benzimidazole and pyridine-3-Carboxaldehyde according to the preparation of (E)-1-(2-pyridyl)-2-[2-(2-pyridyl)ethenyl]-1H-benzimidazole dihydrochloride (Example 44). The free base and oxalic acid were dissolved into MeOH. Concentration and recrystallization from ethyl MeOH/EtOH yielded the titled compound. MW: 388.39; mp: 193.3-194.1° C. (decomposed); 1H-NMR (DMSO) δ: 8.86-8.81 (1H, m), 8.80-8.76 (1H, m), 8.53 (1H, dd, J=4.8, 1.5 Hz), 8.19 (1H, dt, J=7.8, 1.9 Hz), 8.12-8.05 (1H, m), 7.93 (1H, d, J=16.0 Hz), 7.76 (2H, d, J=7.9 Hz), 7.68-7.61 (1H, m), 7.51-7.25 (4H, m), 7.33 (1H, d, J=16.0 Hz).

후처리

  1. concentrationConcentration and recrystallization from ethyl MeOH/EtOH

출처 및 근거

ORD 기록
ord-470c5c747c114e969224ae787b24df53
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06713482B2

연결된 노트

불러오는 중…