Diisopropylethylamine → 5-Chloro-6-ethyl-3-{[3-(methylsulfonyl)phenyl]amino}pyrazine-2-carboxamide

HRID 869239노트

반응식

HRID 869239 반응식
Cl[C:2]1[C:3]([C:11]([NH2:13])=[O:12])=[N:4][C:5]([CH2:9][CH3:10])=[C:6]([Cl:8])[N:7]=1.[CH3:14][S:15]([C:18]1[CH:19]=[C:20]([CH:22]=[CH:23][CH:24]=1)[NH2:21])(=[O:17])=[O:16].C(N(CC)C(C)C)(C)C>O1CCOCC1>[Cl:8][C:6]1[N:7]=[C:2]([NH:21][C:20]2[CH:22]=[CH:23][CH:24]=[C:18]([S:15]([CH3:14])(=[O:17])=[O:16])[CH:19]=2)[C:3]([C:11]([NH2:13])=[O:12])=[N:4][C:5]=1[CH2:9][CH3:10]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 4280293-(Methylsulphonyl)anilineHCID 848199603,5-Dichloro-6-ethylpyrazine-2-carboxamide

생성물 1

HCID 866620465-Chloro-6-ethyl-3-{[3-(methylsulfonyl)phenyl]amino}pyrazine-2-carboxamide수율 42.6%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
170 °C

실험 절차

A mixture of 3,5-dichloro-6-ethylpyrazine-2-carboxamide (600 mg), 3-(methylsulfonyl)aniline (467 mg), N,N-diisopropylethylamine (0.48 mL) and dioxane (18 mL) was stirred in a sealed tube at 170° C. for 17 hours. After cooling, the mixture was partitioned using ethyl acetate and water, and the organic layer was washed with saturated aqueous sodium chloride and then dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was washed with chloroform, and the solid was collected by filtration and dried to give 5-chloro-6-ethyl-3-{[3-(methylsulfonyl)phenyl]amino}pyrazine-2-carboxamide (412 mg) as a yellow solid.

후처리

  1. temperatureAfter cooling
  2. customthe mixture was partitioned
  3. washthe organic layer was washed with saturated aqueous sodium chloride
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationAfter the solvent was distilled off
  6. washthe residue was washed with chloroform
  7. filtrationthe solid was collected by filtration
  8. customdried

출처 및 근거

ORD 기록
ord-27e720ee5f934e30907ce03c2b10d89a
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08969336B2

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