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

HRID 1956349

反応式

HRID 1956349 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a701fb4fc8fd4e9aa95388068e2e7c85
出典データセット
uspto-grants-1998_07
特許番号
US05780471

関連ノート

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