Pyridine → N-[6-(5-methyl-2-furyl)-5-pyridin-4-ylpyrazin-2-yl]cyclopropanecarboxamide

HRID 1710698노트

반응식

HRID 1710698 반응식
[CH3:1][C:2]1[O:6][C:5]([C:7]2[N:12]=[C:11]([NH2:13])[CH:10]=[N:9][C:8]=2[C:14]2[CH:19]=[CH:18]C=[CH:16][CH:15]=2)=[CH:4][CH:3]=1.[CH:20]1([C:23](Cl)=[O:24])[CH2:22][CH2:21]1.[N:26]1C=CC=CC=1>>[CH3:1][C:2]1[O:6][C:5]([C:7]2[N:12]=[C:11]([NH:13][C:23]([CH:20]3[CH2:22][CH2:21]3)=[O:24])[CH:10]=[N:9][C:8]=2[C:14]2[CH:15]=[CH:16][N:26]=[CH:18][CH:19]=2)=[CH:4][CH:3]=1

참가 물질

4

반응물 3

HCID 1049PyridineHCID 77637Cyclopropanecarbonyl chlorideHCID 684967096-(5-Methylfuran-2-yl)-5-phenylpyrazin-2-ylamine

생성물 1

HCID 16071777N-[6-(5-methyl-2-furyl)-5-pyridin-4-ylpyrazin-2-yl]cyclopropanecarboxamide수율 81%

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온도
70 °C

실험 절차

To a stirred solution of 6-(5-methylfuran-2-yl)-5-phenylpyrazin-2-ylamine (42 mg, 0.166 mmol) in pyridine (1.8 mL) was added cyclopropanecarbonyl chloride (38 μL, 0.41 mmol). The solution was stirred at 70° C. for 6 h, evaporated, partitioned between dichloromethane and a 4% sodium bicarbonate aqueous solution, the aqueous phase extracted twice with dichloromethane, the organic layers washed with brine, dried (MgSO4) and evaporated. The residue was triturated with diethyl ether and methanol and the precipitate was collected by filtration and dried to furnish the title compound as a brown solid (43 mg, 81%).

후처리

  1. customevaporated
  2. custompartitioned between dichloromethane
  3. extractiona 4% sodium bicarbonate aqueous solution, the aqueous phase extracted twice with dichloromethane
  4. washthe organic layers washed with brine
  5. dry with materialdried (MgSO4)
  6. customevaporated
  7. customThe residue was triturated with diethyl ether and methanol
  8. filtrationthe precipitate was collected by filtration
  9. customdried

출처 및 근거

ORD 기록
ord-030fcc4946d143919220c11a66c81904
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07790728B2

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