Triethylamine → 5-([1,1'-Biphenyl]-4-ylcarbonyl)-4,5-dihydropyrrolo[1,2-a]quinoxaline

HRID 440780

반응식

HRID 440780 반응식
[CH:1]1[N:5]2[C:6]3[C:11]([NH:12][CH2:13][C:4]2=[CH:3][CH:2]=1)=[CH:10][CH:9]=[CH:8][CH:7]=3.[C:14]1([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:19]=[CH:18][C:17]([C:20](Cl)=[O:21])=[CH:16][CH:15]=1.C(N(CC)CC)C>C(Cl)Cl.C(Cl)(Cl)Cl>[C:14]1([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH:15]=[CH:16][C:17]([C:20]([N:12]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]3[CH:1]=[CH:2][CH:3]=[C:4]3[CH2:13]2)=[O:21])=[CH:18][CH:19]=1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 841514-Phenylbenzoyl chlorideHCID 118051814,5-Dihydropyrrolo[1,2-a]quinoxaline

생성물 1

HCID 110681015-([1,1'-Biphenyl]-4-ylcarbonyl)-4,5-dihydropyrrolo[1,2-a]quinoxaline수율 84.5%

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 6344Dichloromethane용매

실험 절차

To a mixture of 0.5 g of 4,5-dihydropyrrolo[1,2-a]quinoxaline and 0.96 g of 4-biphenylcarbonyl chloride in 50 ml of methylene chloride under argon is added 7.0 ml of triethylamine followed by stirring at room temperature for 16 hours. The reaction mixture is diluted with 50 ml of chloroform and washed with water, 2N HCl, saturated NaHCO3 and water. The organic layer is dried (Na2SO4) and columned on silica gel by elution with 7:1 to 1:1 ethyl acetate:hexane to give 0.87 g of the desired product as a solid. M+H 351.2; M+Na 373.2.

후처리

  1. washwashed with water, 2N HCl, saturated NaHCO3 and water
  2. dry with materialThe organic layer is dried (Na2SO4)
  3. washcolumned on silica gel by elution with 7:1 to 1:1 ethyl acetate

출처 및 근거

ORD 기록
ord-a39263b5c6eb416c88169a6e46ae651f
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05521173

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