7-bromo-1-(2,6-difluorophenyl)-2H-quinolizin-2-one → 7-(2,4-difluorobenzyl)-1-(2,6-difluorophenyl)-2H-quinolizin-2-one

HRID 1454980ノート

反応式

HRID 1454980 の反応式
Br[C:2]1[CH:11]=[CH:10][C:9]2[N:4]([CH:5]=[CH:6][C:7](=[O:20])[C:8]=2[C:12]2[C:17]([F:18])=[CH:16][CH:15]=[CH:14][C:13]=2[F:19])[CH:3]=1.[Br-].[F:22][C:23]1[CH:30]=[C:29]([F:31])[CH:28]=[CH:27][C:24]=1[CH2:25][Zn+]>C1COCC1.C(OCC)(=O)C.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>[F:22][C:23]1[CH:30]=[C:29]([F:31])[CH:28]=[CH:27][C:24]=1[CH2:25][C:2]1[CH:11]=[CH:10][C:9]2[N:4]([CH:5]=[CH:6][C:7](=[O:20])[C:8]=2[C:12]2[C:17]([F:18])=[CH:16][CH:15]=[CH:14][C:13]=2[F:19])[CH:3]=1

参加物

6

反応物 2

HCID 575312307-bromo-1-(2,6-difluorophenyl)-2H-quinolizin-2-oneHCID 178505768HCID 178505768、化合物

生成物 1

HCID 167496337-(2,4-difluorobenzyl)-1-(2,6-difluorophenyl)-2H-quinolizin-2-one

試薬・触媒・溶媒 3

HCID 178418397HCID 178418397、化合物触媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
90 °C

実験手順

To a solution of 7-bromo-1-(2,6-difluorophenyl)-2H-quinolizin-2-one (100 mg, 0.3 mmole) was added 2,4-difluorobenzylzincbromide (0.5 N in THF, 1.2 ml), and tetrakis (15 mg) in THF. The mixture was heated to 90° C. until reaction complete. The mixture was diluted with ethyl acetate, washed with 1N HCl, brine and dried over MgSO4. Upon concentration, the mixture was purified by gel chromatography (100% ethyl acetate) to yield the title compound.

後処理

  1. washwashed with 1N HCl, brine
  2. dry with materialdried over MgSO4
  3. concentrationUpon concentration
  4. customthe mixture was purified by gel chromatography (100% ethyl acetate)

出典と根拠

ORDレコード
ord-ac211283edc340bf8f0682882680f728
出典データセット
uspto-grants-2009_01
特許番号
US07482345B2

反応ノート

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