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

HRID 9773

반응식

HRID 9773 반응식
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]

참가 물질

7

반응물 3

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

생성물 1

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

시약·촉매·용매 3

HCID 702Ethanol용매HCID 962Water용매HCID 1140Toluene용매

반응 조건

온도
90 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ddb5b33eec07485b9546487bd8670561
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091247B2

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