Cyclopropanecarbonyl chloride → HCID 45588498, 화합물

HRID 2045923노트

반응식

HRID 2045923 반응식
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=[CH:3][C:2]=1[C:11]1[CH:12]=[C:13]([NH2:17])[CH:14]=[CH:15][CH:16]=1.[CH:18]1([C:21](Cl)=[O:22])[CH2:20][CH2:19]1>N1C=CC=CC=1.O>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=[CH:3][C:2]=1[C:11]1[CH:12]=[C:13]([NH:17][C:21]([CH:18]2[CH2:20][CH2:19]2)=[O:22])[CH:14]=[CH:15][CH:16]=1

참가 물질

5

반응물 2

HCID 77637Cyclopropanecarbonyl chlorideHCID 8072643-(2-Quinoxalinyl)aniline

생성물 1

HCID 45588498HCID 45588498, 화합물수율 69.1%

시약·촉매·용매 2

HCID 962Water용매HCID 1049Pyridine용매

실험 절차

A solution of (3-quinoxalin-2-ylphenyl)amine (2.21 g, 0.01 mol) in pyridine (10 mL) was cooled to 0° C. and cyclopropanecarbonyl chloride (0.91 mL, 0.01 mol) was added dropwise over 10 min. The reaction mixture was stirred overnight at room temperature, diluted with water (50 mL) and stirred for 30 min. The resulting solid was filtered, dried, and recrystallized from toluene to afford N-[3-(quinoxalin-2-yl)phenyl]cyclopropanecarboxamide (2.0 g, 69% yield). LCMS calculated for C18H15N3O (M+H): 290.34. found 290. 1H-NMR (DMSO-d6, 250 Mhz) δH: 10.45 (1H, br. s), 9.48 (1H, s), 8.52 (1H, s), 8.20-8.05 (2H, m), 8.05-7.80 (4H, m), 7.50 (1H, m), 1.90-1.75 (1H, m), 1.40-1.32 (4H, m).

후처리

  1. stirringstirred for 30 min
  2. filtrationThe resulting solid was filtered
  3. customdried
  4. customrecrystallized from toluene

출처 및 근거

ORD 기록
ord-b3046ef601bc4748ae144d97e4ac2e29
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08592415B2

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