2-Chlorobenzimidazole → N-(4-(3-methylpyridin-2-yloxy)phenyl)-1H-benzo[d]imidazol-2-amine

HRID 1880049노트

반응식

HRID 1880049 반응식
[CH3:1][C:2]1[C:3]([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)=[N:4][CH:5]=[CH:6][CH:7]=1.Cl[C:17]1[NH:18][C:19]2[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=2[N:21]=1>CC(O)C>[CH3:1][C:2]1[C:3]([O:8][C:9]2[CH:10]=[CH:11][C:12]([NH:15][C:17]3[NH:21][C:20]4[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=4[N:18]=3)=[CH:13][CH:14]=2)=[N:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 785722-ChlorobenzimidazoleHCID 593268084-[(3-methyl-2-pyridinyl)oxy]Benzenamine

생성물 1

HCID 59327050N-(4-(3-methylpyridin-2-yloxy)phenyl)-1H-benzo[d]imidazol-2-amine

시약·촉매·용매 1

HCID 3776Isopropanol용매

반응 조건

온도
170 °C

실험 절차

A mixture of 4-(3-methylpyridin-2-yloxy)benzenamine (1.00 g, 4.99 mmol) and 2-chlorobenzimidazole (0.860 g, 5.64 mmol) in 10 mL of iPrOH was heated at 170° C. for 30 min in the microwave. The reaction mixture was evaporated onto silica gel. Purification by flash chromatography (2M NH3 in MeOH:CH2Cl2) afforded N-(4-(3-methylpyridin-2-yloxy)phenyl)-1H-benzo[d]imidazol-2-amine as solid. MS (ESI, pos. ion) m/z: 317.1 (M+1). IC50 (uM) ++++.

후처리

  1. customThe reaction mixture was evaporated onto silica gel
  2. customPurification by flash chromatography (2M NH3 in MeOH:CH2Cl2)

출처 및 근거

ORD 기록
ord-a90b5ef7dc264e8e97faf6113d403c19
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08318718B2

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