Pyridine → 2-(4-chlorophenyl)-N-methoxy-N-methyl-1-[4-(methylsulfonyl)phenyl]-1H-imidazole-4-carboxamide

HRID 1353011노트

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HRID 1353011 반응식
C(Cl)(=O)C(Cl)=O.CN(C)C=O.[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[N:20]([C:27]3[CH:32]=[CH:31][C:30]([S:33]([CH3:36])(=[O:35])=[O:34])=[CH:29][CH:28]=3)[CH:21]=[C:22]([C:24](O)=[O:25])[N:23]=2)=[CH:15][CH:14]=1.[CH3:37][NH:38][O:39][CH3:40].Cl.N1C=CC=CC=1>C(#N)C>[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[N:20]([C:27]3[CH:28]=[CH:29][C:30]([S:33]([CH3:36])(=[O:35])=[O:34])=[CH:31][CH:32]=3)[CH:21]=[C:22]([C:24]([N:38]([O:39][CH3:40])[CH3:37])=[O:25])[N:23]=2)=[CH:15][CH:14]=1

참가 물질

7

반응물 5

HCID 1049PyridineHCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 117939602-(4-chlorophenyl)-1-[4-(methylsulfonyl)phenyl]-1H-imidazole-4-carboxylic acid

생성물 1

HCID 229982182-(4-chlorophenyl)-N-methoxy-N-methyl-1-[4-(methylsulfonyl)phenyl]-1H-imidazole-4-carboxamide

시약·촉매·용매 1

HCID 6342Acetonitrile용매3회

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온도
0 °C

실험 절차

Oxalyl chloride (0.34 g, 2.65 mmole) in 5 ml acetonitrile was added to 16 ml acetonitrile containing dimethylformamide (0.25 g, 3.46 mmole) cooled to 0° C. After 15 minutes, 2-(4-chlorophenyl)-1-[4-(methylsulfonyl)phenyl]-1H-imidazole-4-carboxylic acid from step 1 (1.0 g, 2.65 mmole) was added with 20 ml acetonitrile. After warming to room temperature N,0-dimethylhydroxylamine HCl (0.28 g, 2.92 mmole) and pyridine (0.42 g, 5.31 mmole) were added and the mixture was stirred at room temperature for three days. The reaction mixture was concentrated to give an oily solid. The amide was purified by silica gel chromatography: Anal. Calc'd. C19H15N3O4SCl (419.89); C, 54.35; H. 4.32; N, 10 10.01. Found: C, 53.96; H, 4.30; N, 9.68.

후처리

  1. additionwere added
  2. concentrationThe reaction mixture was concentrated
  3. customto give an oily solid
  4. customThe amide was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-a0b9f10f15f24a5d99270f80cf512128
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07220770B2

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