Hydrochloric Acid → 2-Amino-5-(4-methoxypyridin-2-yl)benzimidazole dihydrochloride

HRID 1060026노트

반응식

HRID 1060026 반응식
[C:1]([NH:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][N:11]=2)=[CH:6][C:5]=1[N+:18]([O-])=O)#[N:2].[ClH:21]>C(O)C.C(OCC)(=O)C.O1CCOCC1.[Ni]>[ClH:21].[ClH:21].[NH2:2][C:1]1[NH:18][C:5]2[CH:6]=[C:7]([C:10]3[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][N:11]=3)[CH:8]=[CH:9][C:4]=2[N:3]=1

참가 물질

7

반응물 2

HCID 313Hydrochloric AcidHCID 18667498N-cyano-4-(4-methoxypyridin-2-yl)-2-nitroaniline

생성물 1

HCID 186676092-Amino-5-(4-methoxypyridin-2-yl)benzimidazole dihydrochloride

시약·촉매·용매 4

HCID 935Nickel촉매HCID 702Ethanol용매HCID 8857Ethyl Acetate용매HCID 312751,4-Dioxane용매

실험 절차

A suspension of N-cyano-4-(4-methoxypyridin-2-yl)-2-nitroaniline (200 mg) in ethanol (10 ml) was hydrogenated over Raney-nickel (500 mg) under a hydrogen atmosphere for 12 hours. The catalyst was filtered off, and the filtrate was evaporated under reduced pressure. The residue was purified by column chromatography (silica gel 20 g, dichloromethane:methanol:aqueous ammonia=100:10:1). The compound obtained was dissolved in ethyl acetate, and a solution of hydrogen chloride in 1,4-dioxane (4N, 1 ml) was added. The precipitate was collected by filtration and dried to give 2-amino-5-(4-methoxypyridin-2-yl)benzimidazole dihydrochloride (142 mg).

후처리

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated under reduced pressure
  3. customThe residue was purified by column chromatography (silica gel 20 g, dichloromethane:methanol:aqueous ammonia=100:10:1)
  4. customThe compound obtained
  5. filtrationThe precipitate was collected by filtration
  6. customdried

출처 및 근거

ORD 기록
ord-c6ed7ea49928435a8d53e9e4aa360a52
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06521643B1

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