Hydrochloric Acid → 3-Cyanopyridin-2-yl-2-styryl-1H-benzimidazole hydrochloride

HRID 50870

반응식

HRID 50870 반응식
[CH:1]([C:9]1[NH:13][C:12]2[CH:14]=[CH:15][CH:16]=[CH:17][C:11]=2[N:10]=1)=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Cl:18][C:19]1[C:24]([C:25]#[N:26])=[CH:23][CH:22]=[CH:21][N:20]=1.N1C=CC=CC=1N1C2C=CC=CC=2N=C1/C=C/C1C=CC=CC=1.Cl>CO>[ClH:18].[C:25]([C:24]1[C:19]([N:13]2[C:12]3[CH:14]=[CH:15][CH:16]=[CH:17][C:11]=3[N:10]=[C:9]2[CH:1]=[CH:2][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)=[N:20][CH:21]=[CH:22][CH:23]=1)#[N:26]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 810792-ChloronicotinonitrileHCID 2429652-(2-Phenylethenyl)-1h-benzimidazoleHCID 9796241(E)-1-(2-pyridyl)-2-styryl-1H-benzimidazole

생성물 1

HCID 699145303-Cyanopyridin-2-yl-2-styryl-1H-benzimidazole hydrochloride

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Free base of the titled compound was prepared from 2-styryl-1H-benzimidazole and 2-Chloro-3-Cyanopyridine according to the preparation of (E)-1-(2-pyridyl)-2-styryl-1H-benzimidazole (Example 1, method B). The free base was treated with a 10% methanol solution of hydrogen chloride and concentrated to dryness. The residue was recrystallized from ethyl acetate to give the titled compound. MW: 334.38; mp: 171.5-172.5° C.; 1H-NMR (CDCl3) δ: 8.98 (1H, dd, J=4.8, 1.8 Hz) 8.32 (1H, dd, J=7.7, 1.8 Hz), 7.98 (1H, d, J=16.1 Hz), 7.89-7.85 (1H, m), 7.67 (1H, dd, J=7.7, 4.8 Hz), 7.52-7.47 (2H, m), 7.42-7.26 (5H, m), 7.23-7.19 (1H, m), 6.83 (1H, d, J=16.1 Hz).

후처리

  1. concentrationconcentrated to dryness
  2. customThe residue was recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-ef20d61f957743ee86ebd0cf4a190534
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06713482B2

연결된 노트

불러오는 중…