Water → 6-(3-chloro-4-hydroxy-5-trifluoromethyl-phenyl)-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile

HRID 2079556노트

반응식

HRID 2079556 반응식
[Cl:1]N1C(=O)CCC1=O.[OH:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[N:21]=[C:20]([C:22]#[N:23])[C:19]3[N:24]=[CH:25][N:26]([CH3:27])[C:18]=3[CH:17]=2)=[CH:12][C:11]=1[C:28]([F:31])([F:30])[F:29].C(OCC)(=O)C.O>CN(C=O)C>[Cl:1][C:15]1[CH:14]=[C:13]([C:16]2[N:21]=[C:20]([C:22]#[N:23])[C:19]3[N:24]=[CH:25][N:26]([CH3:27])[C:18]=3[CH:17]=2)[CH:12]=[C:11]([C:28]([F:31])([F:30])[F:29])[C:10]=1[OH:9]

참가 물질

6

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 31398ChlorosuccinimideHCID 1360110856-(4-Hydroxy-3-trifluoromethyl-phenyl)-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile

생성물 1

HCID 1361890446-(3-chloro-4-hydroxy-5-trifluoromethyl-phenyl)-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

N-Chlorosuccinimide (84 mg) was added to a solution of 6-(4-hydroxy-3-trifluoromethyl-phenyl)-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile (200 mg) in DMF (4 ml). The mixture was stirred at room temperature for 24 hours, then ethyl acetate (50 ml) and water (20 ml) were added and the organic layer was washed twice with water (2×20 ml) and brine (20 ml), then dried over sodium sulfate, filtered and concentrated under reduced pressure to afford a crude (165 mg) with 6-(3-chloro-4-hydroxy-5-trifluoromethyl-phenyl)-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile which is contaminated starting material. This material was used for next step without further purification.

후처리

  1. washthe organic layer was washed twice with water (2×20 ml) and brine (20 ml)
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-3c758dbfa9cd4b6e83e2bb48d895e494
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07932251B2

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