Sodium Carbonate → 5-(4-Chlorophenyl)pyridin-2-amine

HRID 271643

반응식

HRID 271643 반응식
C([O-])([O-])=O.[Na+].[Na+].[NH2:7][C:8]1[CH:13]=[CH:12][C:11](Br)=[CH:10][N:9]=1.[Cl:15][C:16]1[CH:21]=[CH:20][C:19](OB(O)O)=[CH:18][CH:17]=1>O1CCOCC1.CO.CCOC(C)=O.O>[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([C:11]2[CH:12]=[CH:13][C:8]([NH2:7])=[N:9][CH:10]=2)=[CH:18][CH:17]=1

참가 물질

8

반응물 3

HCID 10340Sodium CarbonateHCID 706222-Amino-5-bromopyridineHCID 17810664p-Chlorophenylboric acid

생성물 1

HCID 132426445-(4-Chlorophenyl)pyridin-2-amine

시약·촉매·용매 4

HCID 887Methanol용매HCID 962Water용매HCID 8857Ethyl Acetate용매HCID 312751,4-Dioxane용매

반응 조건

온도
110 °C

실험 절차

300 mL (600 mmol) of a 2 M Na2CO3 solution and 3.45 g (3.0 mmol) tetrakis-triphenylphosphane-palladium are added successively to a solution of 53.5 g (300 mmol) 2-amino-5-bromopyridine and 50.0 g (313 mmol) 4-chlorophenylboric acid in 1.0 L 1,4-dioxane and 250 mL methanol under argon. The reaction mixture is stirred for 2.5 h at 110° C. The solvent is eliminated i.vac., the residue is taken up in EtOAc and water. The organic phase is dried over Na2SO4 and the solvent is eliminated i.vac. Further purification is carried out by column chromatography on silica gel (gradient: DCM to DCM/MeOH 20:1).

후처리

  1. dry with materialThe organic phase is dried over Na2SO4
  2. customFurther purification

출처 및 근거

ORD 기록
ord-80e0d4f23fad482f85ed42d47a9067e4
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07452911B2

연결된 노트

불러오는 중…