Cesium carbonate → HCID 69426972, 화합물

HRID 1295672

반응식

HRID 1295672 반응식
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

참가 물질

7

반응물 4

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

생성물 1

HCID 69426972HCID 69426972, 화합물수율 572.6%

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 6228Dimethylformamide용매2회

반응 조건

온도
160 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-119d1622fb164ab5bd1593ce872b45b0
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07244735B2

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