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

HRID 1454980노트

반응식

HRID 1454980 반응식
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

참가 물질

6

반응물 2

HCID 575312307-bromo-1-(2,6-difluorophenyl)-2H-quinolizin-2-oneHCID 178505768HCID 178505768, 화합물

생성물 1

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

시약·촉매·용매 3

HCID 178418397HCID 178418397, 화합물촉매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

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온도
90 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-ac211283edc340bf8f0682882680f728
출처 데이터셋
uspto-grants-2009_01
특허 번호
US07482345B2

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