4,6-Dichloro-n-methylpyrimidin-2-amine → N-(6-chloro-2-methylamino-pyrimidin-4-yl)-3-trifluoromethyl-benzenesulfonamide

HRID 1585711노트

반응식

HRID 1585711 반응식
[Cl:1][C:2]1[CH:7]=[C:6](Cl)[N:5]=[C:4]([NH:9][CH3:10])[N:3]=1.[K+].[F:12][C:13]([F:25])([F:24])[C:14]1[CH:15]=[C:16]([S:20]([NH-:23])(=[O:22])=[O:21])[CH:17]=[CH:18][CH:19]=1>CN1CCCC1=O>[Cl:1][C:2]1[N:3]=[C:4]([NH:9][CH3:10])[N:5]=[C:6]([NH:23][S:20]([C:16]2[CH:17]=[CH:18][CH:19]=[C:14]([C:13]([F:12])([F:25])[F:24])[CH:15]=2)(=[O:21])=[O:22])[CH:7]=1

참가 물질

4

반응물 2

HCID 2598804,6-Dichloro-n-methylpyrimidin-2-amineHCID 1317213263-Trifluoromethyl-benzenesulfonamide potassium salt

생성물 1

HCID 19353537N-(6-chloro-2-methylamino-pyrimidin-4-yl)-3-trifluoromethyl-benzenesulfonamide수율 69%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

0.27 g (0.00155 mol) of (4,6-dichloro-pyrimidin-2-yl)-methylamine and 0.82 g (0.0031 mol) of 3-trifluoromethyl-benzenesulfonamide potassium salt were stirred in 10 ml of 1-methyl-2-pyrrolidone at 150° C. for 8 hours. Then, the solvent was distilled off in a high vacuum, the residue was partitioned in ethyl acetate/water and extracted. The aqueous phase was made acid with 4N HCl and extracted with dichloromethane. The residue was chromatographed over silica gel with cyclohexane/ ethyl acetate 2:1 as the eluent. There was obtained 0.26 g (69%) of N-(6-chloro-2-methylamino-pyrimidin-4-yl)-3-trifluoromethyl-benzenesulfonamide as white/beige crystals; m.p.: 190-193° C.

후처리

  1. distillationThen, the solvent was distilled off in a high vacuum
  2. customthe residue was partitioned in ethyl acetate/water
  3. extractionextracted
  4. extractionextracted with dichloromethane
  5. customThe residue was chromatographed over silica gel with cyclohexane/ ethyl acetate 2:1 as the eluent

출처 및 근거

ORD 기록
ord-196bbfcfca014046bd7a47dbd725a70a
출처 데이터셋
uspto-grants-1999_08
특허 번호
US05939451

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