Cesium carbonate → 6-Butyl-4-methoxycarbonyl-2-oxo-1-(2-fluoro-4-iodophenylmethyl)-1,2-dihydropyridine

HRID 234764ノート

反応式

HRID 234764 の反応式
[CH2:1]([C:5]1[NH:10][C:9](=[O:11])[CH:8]=[C:7]([C:12]([O:14][CH3:15])=[O:13])[CH:6]=1)[CH2:2][CH2:3][CH3:4].[F:16][C:17]1[CH:24]=[C:23]([I:25])[CH:22]=[CH:21][C:18]=1[CH2:19]Br.C(=O)([O-])[O-].[Cs+].[Cs+]>COCCOC>[CH2:1]([C:5]1[N:10]([CH2:19][C:18]2[CH:21]=[CH:22][C:23]([I:25])=[CH:24][C:17]=2[F:16])[C:9](=[O:11])[CH:8]=[C:7]([C:12]([O:14][CH3:15])=[O:13])[CH:6]=1)[CH2:2][CH2:3][CH3:4]

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 152251016-Butyl-4-methoxycarbonyl-2-oxo-1,2-dihydropyridineHCID 222404061-(Bromomethyl)-2-fluoro-4-iodobenzene

生成物 1

HCID 545123986-Butyl-4-methoxycarbonyl-2-oxo-1-(2-fluoro-4-iodophenylmethyl)-1,2-dihydropyridine

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒

実験手順

A solution of 2.09 g (10 mmol) of the compound from Example VIII, 3.14 g (10 mmol) of 2-fluoro-4-iodobenzyl bromide and 2.11 g (11 mmol) of caesium carbonate in 40 ml of DME is stirred at 20° C. under argon for 16 hours. The solvent is then removed in vacuo, the residue is taken up in methylene chloride/water, the aqueous phase is extracted once with methylene chloride and the combined organic phases are dried over sodium sulphate and concentrated. The residue is purified on silica gel using petroleum ether/ethyl acetate (5:1 and 3:1).

後処理

  1. customThe solvent is then removed in vacuo
  2. extractionthe aqueous phase is extracted once with methylene chloride
  3. dry with materialthe combined organic phases are dried over sodium sulphate
  4. concentrationconcentrated
  5. customThe residue is purified on silica gel

出典と根拠

ORDレコード
ord-87808990f52a4748852d8d66a1326af9
出典データセット
uspto-grants-1997_01
特許番号
US05596006

反応ノート

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