Water → N,N-diphenyl-4-[5-[6-(1-phenylbenzimidazol-2-yl)-3-pyridinyl]-2-pyridinyl]aniline

HRID 521549노트

반응식

HRID 521549 반응식
[C:1]1([N:7]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:8]2[CH:13]=[CH:12]C(C3C=CC(B4OC(C)(C)C(C)(C)O4)=CN=3)=CC=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[C:36]1[CH:37]=[CH:38][C:39]([C:42]2[N:46]([C:47]3[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=3)[C:45]3[CH:53]=[CH:54][CH:55]=[CH:56][C:44]=3[N:43]=2)=[N:40][CH:41]=1.C([O-])([O-])=O.[Na+].[Na+].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.C(Cl)Cl.CC(C)=O.C(Cl)Cl.C1COCC1>[C:8]1([N:7]([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[C:1]2[CH:6]=[CH:5][C:4]([C:39]3[N:40]=[CH:41][C:36]([C:36]4[CH:41]=[N:40][C:39]([C:42]5[N:46]([C:47]6[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=6)[C:45]6[CH:53]=[CH:54][CH:55]=[CH:56][C:44]=6[N:43]=5)=[CH:38][CH:37]=4)=[CH:37][CH:38]=3)=[CH:3][CH:2]=2)[CH:13]=[CH:12][CH:56]=[CH:44][CH:45]=1

참가 물질

9

반응물 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 66801665N,N-diphenyl-4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)anilineHCID 668063662-(5-bromopyridin-2-yl)-1-phenyl-1H-benzo[d]imidazole

생성물 1

HCID 56943826N,N-diphenyl-4-[5-[6-(1-phenylbenzimidazol-2-yl)-3-pyridinyl]-2-pyridinyl]aniline수율 176%

시약·촉매·용매 4

HCID 178418397HCID 178418397, 화합물촉매HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매HCID 21584124Propan-2-one--dichloromethane (1/1)용매

실험 절차

Following the procedure for 3, 2 (0.758 g, 1.69 mmol), 13 (0.592 g, 1.69 mmol), tetrakis(triphenylphosphine)palladium(0) (97.6 mg, 84.5 μmol), Na2CO3 (1.59 g, 15.0 mmol), H2O (15 mL) and THF (25 mL) yielded 14 (0.88 g, 88%) as a yellow solid after flash chromatography (SiO2, 100% CH2Cl2 to 9:1 CH2Cl2-acetone).

출처 및 근거

ORD 기록
ord-e8772d1bd8d2470aa75d6ffd6d451e4f
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09328086B2

반응 노트

불러오는 중…