Dichloromethane → 1,4-Di(2-fluoro-6-octyloxypyridine-3-yl)benzene

HRID 1780560

反応式

HRID 1780560 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5](Br)=[CH:4][CH:3]=1.[F:9][C:10]1[C:15](B(O)O)=[CH:14][CH:13]=[C:12]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[N:11]=1.[C:28](=[O:31])([O-])[O-].[Na+].[Na+].ClCCl>C1C=CC=CC=1.C(O)C.O.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:9][C:10]1[C:15]([C:2]2[CH:7]=[CH:6][C:5]([C:15]3[C:10]([F:9])=[N:11][C:12]([O:31][CH2:28][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH3:20])=[CH:13][CH:14]=3)=[CH:4][CH:3]=2)=[CH:14][CH:13]=[C:12]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[N:11]=1

参加物

9

反応物 4

HCID 6344DichloromethaneHCID 78041,4-DibromobenzeneHCID 10340Sodium CarbonateHCID 190469402-Fluoro-6-octyloxypyridine-3-boronic acid

生成物 1

HCID 190469471,4-Di(2-fluoro-6-octyloxypyridine-3-yl)benzene収率 79.8%

試薬・触媒・溶媒 4

HCID 178418397HCID 178418397、化合物触媒HCID 241Benzene溶媒HCID 702Ethanol溶媒HCID 962Water溶媒2 回

実験手順

0.87 g (3.7 mmol) of 1,4-dibromobenzene, 2.00 g (7.4 mmol) of 2-fluoro-6-octyloxypyridin-3-boronic acid (prepared as described in Example 5), 0.56 g (0.46 mmol) of tetrakis(triphenylphosphine)palladium(0) and 5 g (46.1 mmol) of sodium carbonate in 50 ml of benzene, 35 ml of ethanol and 20 ml of water are refluxed for 18 hours. After distributing the reaction mixture between water and dichloromethane, the organic phase is washed with sodium chloride solution, dried over sodium sulfate, filtered and concentrated. Purification of the residue by chromatography (silica gel, CH2Cl2) and recrystallization from acetonitrile give 1.55 g of 1,4-di(2-fluoro-6-octyloxypyridine-3-yl)benzene. ##STR36##

後処理

  1. washthe organic phase is washed with sodium chloride solution
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customPurification of the residue
  6. customby chromatography (silica gel, CH2Cl2) and recrystallization from acetonitrile

出典と根拠

ORDレコード
ord-a15a2e58252f4142aacc79a69cef98ad
出典データセット
uspto-grants-1997_05
特許番号
US05630962

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