2,4-Pyridinedicarbonitrile → HCID 178510202, 화합물

HRID 1455314노트

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HRID 1455314 반응식
[C:1]([C:3]1[CH:8]=[C:7]([C:9]#[N:10])[CH:6]=[CH:5][N:4]=1)#[N:2].FC(F)(F)S([O-])(=O)=O.[Yb+3].FC(F)(F)S([O-])(=O)=O.FC(F)(F)S([O-])(=O)=O.[F:36][C:37]1[CH:42]=[CH:41][C:40]([C:43]([C:52]2[CH:57]=[CH:56][C:55]([F:58])=[CH:54][CH:53]=2)(N)[C@@H:44]([NH2:50])[CH2:45][O:46]COC)=[CH:39][CH:38]=1>C1(C)C=CC=CC=1>[C:9]([C:7]1[CH:6]=[CH:5][N:4]=[C:3]([C:1]2[NH:50][C@@H:44]([CH2:45][OH:46])[C:43]([C:40]3[CH:41]=[CH:42][C:37]([F:36])=[CH:38][CH:39]=3)([C:52]3[CH:53]=[CH:54][C:55]([F:58])=[CH:56][CH:57]=3)[N:2]=2)[CH:8]=1)#[N:10]

참가 물질

5

반응물 3

HCID 1201442,4-PyridinedicarbonitrileHCID 2733225Ytterbium triflateHCID 44139233(2R)-1,1-bis(4-fluorophenyl)-3-methoxymethoxy-1,2-propanediamine

생성물 1

HCID 178510202HCID 178510202, 화합물수율 21.2%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

2,4-Dicyanopyridine (601 mg) and ytterbium trifluoromethanesulfonate (289 mg) were added to a solution of (2R)-1,1-bis(4-fluorophenyl)-3-(methoxymethoxy)-1,2-propanediamine (1.50 g) in toluene (30 mL), and the mixture was refluxed under stirring for 2 days. The reaction mixture was concentrated in vacuo, and then the residue was dissolved in tetrahydrofuran (20 mL). 6N Hydrochloric acid (10 mL) was added to the solution, and then the mixture was stirred at room temperature for 24 hours. The reaction mixture was concentrated in vacuo, and then the residue was purified by silica gel column chromatography (C-300; hexane: ethyl acetate=2:1) to give the objective compound (385 mg).

후처리

  1. temperaturethe mixture was refluxed
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. dissolutionthe residue was dissolved in tetrahydrofuran (20 mL)
  4. addition6N Hydrochloric acid (10 mL) was added to the solution
  5. stirringthe mixture was stirred at room temperature for 24 hours
  6. concentrationThe reaction mixture was concentrated in vacuo
  7. customthe residue was purified by silica gel column chromatography (C-300; hexane: ethyl acetate=2:1)

출처 및 근거

ORD 기록
ord-11a5cdee481e47f9900b3ba771221dfc
출처 데이터셋
uspto-grants-2009_01
특허 번호
US07482358B2

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