Cesium carbonate → HCID 69426972、化合物

HRID 1295672

反応式

HRID 1295672 の反応式
C1(P([C:24]2[CH:29]=CC=CC=2)CCCP(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[F:30][C:31]1[CH:36]=[C:35](I)[C:34]([CH3:38])=[CH:33][N:32]=1.C(OC([N:44]1[CH2:49][CH2:48][CH2:47][CH2:46][CH2:45]1)=O)C.[C:50](=O)([O-:52])[O-:51].[Cs+].[Cs+]>CN(C=O)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[F:30][C:31]1[CH:36]=[C:35]([N:44]2[CH2:45][CH2:46][CH:47]([C:50]([O:52][CH2:29][CH3:24])=[O:51])[CH2:48][CH2:49]2)[C:34]([CH3:38])=[CH:33][N:32]=1

参加物

7

反応物 4

HCID 10796Cesium carbonateHCID 213991-Piperidinecarboxylic acid, ethyl esterHCID 812191,3-Bis(diphenylphosphino)propaneHCID 100600522-Fluoro-4-iodo-5-methylpyridine

生成物 1

HCID 69426972HCID 69426972、化合物収率 572.6%

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
160 °C

実験手順

Palladium acetate (0.04 mmol, 10 mg) was stirred with 1,3-bis(diphenylphosphino)propane (18 mg, 0.04 mmol) in DMF (0.5 mL) for 10 minutes. A mixture of 2-fluoro-4-iodo-5-methyl pyridine (0.42 mmol, 100 mg), ethyl-1-piperidinecarboxylate (0.5 mmol, 0.08 mL) and cesium carbonate (275 mg, 2 equiv) in DMF (1.5 mL) was then added, stirred vigorously, and heated in the microwave to 160° C. for 10 minutes. The resulting black mixture was poured onto a silica gel column and purified by flash chromatography (ethyl acetate/hexanes gradient) to afford 61 mg of the title compound as a yellow oil (54%). Rt=6.70 minutes; MS FIA 267.1 (M+1).

後処理

  1. additionwas then added
  2. additionThe resulting black mixture was poured onto a silica gel column
  3. custompurified by flash chromatography (ethyl acetate/hexanes gradient)

出典と根拠

ORDレコード
ord-119d1622fb164ab5bd1593ce872b45b0
出典データセット
uspto-grants-2007_07
特許番号
US07244735B2

関連ノート

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