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

HRID 521549ノート

反応式

HRID 521549 の反応式
[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

参加物

9

反応物 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

生成物 1

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

試薬・触媒・溶媒 4

HCID 178418397HCID 178418397、化合物触媒HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒HCID 21584124Propan-2-one--dichloromethane (1/1)溶媒

実験手順

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).

出典と根拠

ORDレコード
ord-e8772d1bd8d2470aa75d6ffd6d451e4f
出典データセット
uspto-grants-2016_05
特許番号
US09328086B2

反応ノート

読み込み中…