4,4'-Dibromobiphenyl → Ethyl (3ar,6ar)-1-(4'-bromo-1,1'-biphenyl-4-yl)hexahydropyrrolo[3,4-b]pyrrole-5(1h)-carboxylate

HRID 12955

反応式

HRID 12955 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([Br:14])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[NH:21]1[CH2:25][CH2:24][C@@H:23]2[CH2:26][N:27]([C:29]([O:31][CH2:32][CH3:33])=[O:30])[CH2:28][C@H:22]12>ClCCl>[Br:14][C:11]1[CH:12]=[CH:13][C:8]([C:5]2[CH:6]=[CH:7][C:2]([N:21]3[CH2:25][CH2:24][C@@H:23]4[CH2:26][N:27]([C:29]([O:31][CH2:32][CH3:33])=[O:30])[CH2:28][C@H:22]34)=[CH:3][CH:4]=2)=[CH:9][CH:10]=1

参加物

5

反応物 3

HCID 71104,4'-DibromobiphenylHCID 10796Cesium carbonateHCID 24743918(3AR,6AR)-5-Ethoxycarbonyl-1H-hexahydropyrrolo[3,4-B]pyrrole

生成物 1

HCID 67397057Ethyl (3ar,6ar)-1-(4'-bromo-1,1'-biphenyl-4-yl)hexahydropyrrolo[3,4-b]pyrrole-5(1h)-carboxylate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
20 °C

実験手順

The catalyst solution was added to the vessel containing the 4,4′-dibromobiphenyl, cesium carbonate, and the product of Example 41C and the mixture was heated to 98° C. for 12 hours. The mixture was cooled to 20° C. and 80 g of dichloromethane was added. The resulting mixture was stirred and then filtered to remove the catalyst. The resulting solution was concentrated under reduced pressure and the residue was purified by column chromatography to yield 5.65 g of the title compound.

後処理

  1. additionThe catalyst solution was added to the vessel
  2. filtrationfiltered
  3. customto remove the catalyst
  4. concentrationThe resulting solution was concentrated under reduced pressure
  5. customthe residue was purified by column chromatography

出典と根拠

ORDレコード
ord-16e4cf9df1dd43729c103249a4a05ff9
出典データセット
uspto-grants-2010_06
特許番号
US07728031B2

関連ノート

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