Water → HCID 68779424, 화합물

HRID 2263310노트

반응식

HRID 2263310 반응식
[CH3:1][C:2]1[C:6]([CH3:7])=[C:5]([NH:8][C:9](=[O:16])OCC(Cl)(Cl)Cl)[O:4][N:3]=1.[N:17]1([C:23]2[S:24][CH:25]=[C:26]([C:28]3[CH:29]=[C:30]([CH:33]=[CH:34][CH:35]=3)[C:31]#[N:32])[N:27]=2)[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1.C(N(C(C)C)CC)(C)C.O>CS(C)=O>[C:31]([C:30]1[CH:29]=[C:28]([C:26]2[N:27]=[C:23]([N:17]3[CH2:22][CH2:21][N:20]([C:9]([NH:8][C:5]4[O:4][N:3]=[C:2]([CH3:1])[C:6]=4[CH3:7])=[O:16])[CH2:19][CH2:18]3)[S:24][CH:25]=2)[CH:35]=[CH:34][CH:33]=1)#[N:32]

참가 물질

6

반응물 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 639931083-(2-Piperazin-1-yl-1,3-thiazol-4-yl)benzonitrileHCID 862452572,2,2-Trichloroethyl(3,4-dimethylisoxazol-5-yl)carbamate

생성물 1

HCID 68779424HCID 68779424, 화합물수율 39.6%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
70 °C

실험 절차

A mixture of 2,2,2-trichloroethyl (3,4-dimethylisoxazol-5-yl)carbamate (277 mg, 0.964 mmol), 3-(2-piperazin-1-yl-1,3-thiazol-4-yl)benzonitrile (237 mg, 0.877 mmol) and diisopropylethylamine (0.305 ml, 1.75 mmol) in dimethyl sulfoxide (2.9 ml) was stirred at 70° C. for 15 hours. Water was poured to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with water, and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1), and recrystallized from a mixed solvent of hexane and ethyl acetate to give 142 mg (39.6%) of the desired product as a solid.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1)
  6. customrecrystallized from a mixed solvent of hexane and ethyl acetate

출처 및 근거

ORD 기록
ord-5fdf0702a89144a1ba4542a2a17a5a97
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07851473B2

반응 노트

불러오는 중…