Sodium Carbonate → 5-(2-Oxopyrrolidin-1-yl)-biphenyl-3-carboxylic Acid Methyl Ester

HRID 1612436ノート

反応式

HRID 1612436 の反応式
[CH3:1][O:2][C:3](=[O:17])[C:4]1[CH:9]=[C:8]([N:10]2[CH2:14][CH2:13][CH2:12][C:11]2=[O:15])[CH:7]=[C:6](Br)[CH:5]=1.C([O-])([O-])=O.[Na+].[Na+].[C:24]1(B(O)O)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>COCCOC.CC([O-])=O.CC([O-])=O.[Pd+2]>[CH3:1][O:2][C:3]([C:4]1[CH:5]=[C:6]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:7]=[C:8]([N:10]2[CH2:14][CH2:13][CH2:12][C:11]2=[O:15])[CH:9]=1)=[O:17]

参加物

6

反応物 3

HCID 10340Sodium CarbonateHCID 66827Phenylboronic AcidHCID 22253055Methyl 3-bromo-5-(2-oxopyrrolidin-1-yl)benzoate

生成物 1

HCID 695897705-(2-Oxopyrrolidin-1-yl)-biphenyl-3-carboxylic Acid Methyl Ester収率 33.1%

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 80711,2-Dimethoxyethane溶媒

反応条件

温度
85 °C

実験手順

To 3-bromo-5-(2-oxopyrrolidin-1-yl)benzoic acid methyl ester (D9) (70 mg, 0.235 mmol) in DME (2 ml) was added Na2CO3 (290 μl, 2M, 0.588 mmol), benzeneboronic acid (29 mg, 0.235 mmol) and Pd(OAc)2 (3 mg, 0.013 mmol). The mixture was stirred at 85° C. for 2 days. The reaction mixture was cooled down, filtrated through celite and evaporated in vacuo. The product was purified by column chromatography (PE:EtOAc=3:1) which yielded D10 (23 mg).

後処理

  1. temperatureThe reaction mixture was cooled down
  2. filtrationfiltrated through celite
  3. customevaporated in vacuo
  4. customThe product was purified by column chromatography (PE:EtOAc=3:1) which

出典と根拠

ORDレコード
ord-95a34c1f03144faaa63971fadbafdd6d
出典データセット
uspto-grants-2006_01
特許番号
US06992103B2

反応ノート

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