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Cyclopropanecarbonyl chloride → N-(6-Chloro-5-pyridin-4-ylpyrazin-2-yl)cyclopropanecarboxamide

HRID 1710681
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HRID 1710681 반응식
[Cl:1][C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[N:4][C:3]=1[C:9]1[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=1.[CH:15]1([C:18](Cl)=[O:19])[CH2:17][CH2:16]1>N1C=CC=CC=1>[Cl:1][C:2]1[N:7]=[C:6]([NH:8][C:18]([CH:15]2[CH2:17][CH2:16]2)=[O:19])[CH:5]=[N:4][C:3]=1[C:9]1[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=1
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참가 물질

4

반응물 2

HCID 77637Cyclopropanecarbonyl chlorideHCID 594576006-Chloro-5-pyridin-4-ylpyrazin-2-amine

생성물 1

HCID 59457608N-(6-Chloro-5-pyridin-4-ylpyrazin-2-yl)cyclopropanecarboxamide수율 70.6%

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
70 °C

실험 절차

To a stirred solution of 6-chloro-5-pyridin-4-ylpyrazin-2-amine (Preparation 7, 0.73 g, 3.56 mmol) in pyridine (15 mL) was added cyclopropanecarbonyl chloride (648 μL, 7.1 mmol). The solution was stirred at 70° C. for 1 h 30 min, 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 light brown solid (0.69 g, 70%).

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-bc128fb6fdaa4d6ea7a2be3f8bbf40ef
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07790728B2

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