5-Methylpicolinonitrile → HCID 178425635、化合物

HRID 52350

反応式

HRID 52350 の反応式
Cl.[CH3:2][S:3]([C:6]1[CH:12]=[CH:11][C:9]([NH2:10])=[CH:8][CH:7]=1)(=[O:5])=[O:4].C[Al](C)C.[CH3:17][C:18]1[CH:19]=[CH:20][C:21]([C:24]#[N:25])=[N:22][CH:23]=1>C1(C)C=CC=CC=1.C(Cl)(Cl)Cl>[CH3:17][C:18]1[CH:19]=[CH:20][C:21]([C:24](=[NH:25])[NH:10][C:9]2[CH:11]=[CH:12][C:6]([S:3]([CH3:2])(=[O:4])=[O:5])=[CH:7][CH:8]=2)=[N:22][CH:23]=1

参加物

6

反応物 3

HCID 741835-MethylpicolinonitrileHCID 27351804-(Methylsulfonyl)aniline hydrochlorideHCID 16682925Trimethylaluminum

生成物 1

HCID 178425635HCID 178425635、化合物

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒2 回HCID 6212Chloroform溶媒

実験手順

To a suspension of 4-(methylsulfonyl)aniline hydrochloride (10 mmol) in toluene (60 ml) at 0° C., trimethylaluminum (2M solution in toluene, 10 ml, 20 mmol) is added over 10 minutes. The reaction mixture is allowed to warm to room temperature and stirred for 2 hours. A solution of 5-methyl-2-cyanopyridine (20 mmol) in toluene (100 ml) is added over 10 minutes and the mixture is heated to 85°-90° C. After 24 hours, the reaction mixture is cooled to room temperature and poured over a slurry of silica gel in chloroform. After filtration, the residue is washed with a mixture of methylene chloride and methanol and later with methanol. The combined filtrates are concentrated and the resulting solid is stirred with a mixture of hexane and ethyl acetate (1000 ml) and filtered. The product obtained is used in the next reaction without further purification.

後処理

  1. temperaturethe mixture is heated to 85°-90° C
  2. waitAfter 24 hours
  3. temperaturethe reaction mixture is cooled to room temperature
  4. filtrationAfter filtration
  5. washthe residue is washed with a mixture of methylene chloride and methanol and later with methanol
  6. concentrationThe combined filtrates are concentrated
  7. stirringthe resulting solid is stirred with a mixture of hexane and ethyl acetate (1000 ml)
  8. filtrationfiltered
  9. customThe product obtained
  10. customis used in the next reaction without further purification

出典と根拠

ORDレコード
ord-97885743dc534166b159a6f7c0e7f8fe
出典データセット
uspto-grants-1997_04
特許番号
US05616601

関連ノート

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