Sodium Carbonate → 3'-formyl-N-[2-(1-pyrrolidinyl)ethyl][1,1'-biphenyl]-3-carboxamide

HRID 9773

反応式

HRID 9773 の反応式
C(=O)([O-])[O-].[Na+].[Na+].Br[C:8]1[CH:9]=[C:10]([C:14]([NH:16][CH2:17][CH2:18][N:19]2[CH2:23][CH2:22][CH2:21][CH2:20]2)=[O:15])[CH:11]=[CH:12][CH:13]=1.[CH:24]([C:26]1[CH:27]=[C:28](OB(O)O)[CH:29]=[CH:30][CH:31]=1)=[O:25]>C1(C)C=CC=CC=1.C(O)C.O>[CH:24]([C:26]1[CH:31]=[C:30]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([NH:16][CH2:17][CH2:18][N:19]3[CH2:23][CH2:22][CH2:21][CH2:20]3)=[O:15])[CH:9]=2)[CH:29]=[CH:28][CH:27]=1)=[O:25]

参加物

7

反応物 3

HCID 10340Sodium CarbonateHCID 8486853-bromo-N-[2-(pyrrolidin-1-yl)ethyl]benzamideHCID 219871053-Formylphenyl dihydrogen borate

生成物 1

HCID 219873203'-formyl-N-[2-(1-pyrrolidinyl)ethyl][1,1'-biphenyl]-3-carboxamide

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒HCID 1140Toluene溶媒

反応条件

温度
90 °C

実験手順

Palladium tetrakistriphenyl phosphine (735 mg) and 2 M aqueous sodium carbonate (21.2 ml) were added to a solution of 3-bromo-N-[2-(1-pyrrolidinyl)ethyl]phenylcarboxamide (6.31 g) in toluene (50 ml), and then a solution of 3-formylphenylboric acid (3.49 g) in ethanol (15 ml) was added thereto, and the mixture was stirred at 90° C. for 15 hours. The reaction solution was diluted with water and then extracted with diethyl ether. The extract was washed with brine and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, whereby the title compound (6.83 g) was obtained.

後処理

  1. extractionextracted with diethyl ether
  2. washThe extract was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure, whereby the title compound (6.83 g)
  5. customwas obtained

出典と根拠

ORDレコード
ord-ddb5b33eec07485b9546487bd8670561
出典データセット
uspto-grants-2006_08
特許番号
US07091247B2

関連ノート

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