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

HRID 234764노트

반응식

HRID 234764 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-87808990f52a4748852d8d66a1326af9
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05596006

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