Potassium Carbonate → 3-Acetyl-4-(2-isopropylphenyl)-6-methyl-1-ethoxycarbonylmethyl-2-pyridinone

HRID 398377

反応式

HRID 398377 の反応式
[C:1]([C:4]1[C:5](=[O:25])[N:6]([CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[C:7]([CH3:18])=[CH:8][C:9]=1OS(C(F)(F)F)(=O)=O)(=[O:3])[CH3:2].[CH:26]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1B(O)O)([CH3:28])[CH3:27].C(=O)([O-])[O-].[K+].[K+]>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:1]([C:4]1[C:5](=[O:25])[N:6]([CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[C:7]([CH3:18])=[CH:8][C:9]=1[C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=1[CH:26]([CH3:28])[CH3:27])(=[O:3])[CH3:2]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 27734772-Isopropylbenzeneboronic acidHCID 230001743-Acetyl-4-trifluoromethylsulfonyloxy-6-methyl-1-ethoxycarbonylmethyl-2-pyridinone

生成物 1

HCID 230001623-Acetyl-4-(2-isopropylphenyl)-6-methyl-1-ethoxycarbonylmethyl-2-pyridinone

試薬・触媒・溶媒 1

HCID 178418397HCID 178418397、化合物触媒

実験手順

A mixture of 3-acetyl-4-trifluoromethylsulfonyloxy-6-methyl-1-ethoxycarbonylmethyl-2-pyridinone from step 2 above (2.5 g, 7.2 mmol), 2-isopropylbenzeneboronic acid (1.8 g, 11 mmol), potassium carbonate (1.5 g, 11 mmol), and Pd(PPh3)4 (1.7 g, 1.4 mmol) was heated to reflux under inert atmosphere for 3 h. The solvent was removed under reduced pressure and the residue was purified by flash column chromatography using a gradient elution of 25-75% EtOAc:hexanes to give the title compound (0.72 g; HPLC RT=21.79 min, method B).

後処理

  1. temperaturewas heated
  2. temperatureto reflux under inert atmosphere for 3 h
  3. customThe solvent was removed under reduced pressure
  4. customthe residue was purified by flash column chromatography
  5. washa gradient elution of 25-75% EtOAc

出典と根拠

ORDレコード
ord-5c70041d2280406099d8abae57cf0cad
出典データセット
uspto-grants-2003_08
特許番号
US06610692B1

関連ノート

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