Pyridine → (6-Bromo-pyridin-3-yl)-(6-trifluoromethyl-pyridin-3-yl)-amine

HRID 76063

반응식

HRID 76063 반응식
[NH2:1][C:2]1[CH:3]=[N:4][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:7]=1.B(O)(O)[C:13]1[CH:18]=[CH:17][C:16]([Br:19])=[N:15][CH:14]=1.N1C=CC=CC=1>C([O-])(=O)C.[Cu+2].C([O-])(=O)C.ClCCl>[Br:19][C:16]1[N:15]=[CH:14][C:13]([NH:1][C:2]2[CH:3]=[N:4][C:5]([C:8]([F:11])([F:9])[F:10])=[CH:6][CH:7]=2)=[CH:18][CH:17]=1

참가 물질

6

반응물 3

HCID 1049PyridineHCID 27377445-Amino-2-(trifluoromethyl)pyridineHCID 27627062-Bromopyridine-5-boronic acid

생성물 1

HCID 87075507(6-Bromo-pyridin-3-yl)-(6-trifluoromethyl-pyridin-3-yl)-amine

시약·촉매·용매 2

HCID 8895Cupric acetate촉매HCID 6344Dichloromethane용매

실험 절차

To a solution of 3-amino-6-trifluoromethyl pyridine (0.25 g, 1.2 mmol, 2.0 equiv) and 2-bromopyridyl-5-boronic acid (0.10 g, 0.62 mmol, 1.0 equiv) in 5 Ml dichloromethane was added pyridine (0.10 Ml, 1.2 mmol, 2.0 equiv), copper (II) acetate (0.17 g, 0.93 mmol, 1.5 equiv) and 4 Å molecular sieves. The heterogeneous reaction mixture was allowed to stir vigorously open to air overnight. The reaction was then filtered through Celite, concentrated in vacuo, and purified by silica gel chromatography to afford the title compound: (M+H)+319.9.

후처리

  1. filtrationThe reaction was then filtered through Celite
  2. concentrationconcentrated in vacuo
  3. custompurified by silica gel chromatography

출처 및 근거

ORD 기록
ord-68dde0f62c6d49a88b922f8b3b6d019e
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835451B2

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