Potassium Carbonate → Methyl 5-(5-chloro-2-(((4'-chloro-[1,1'-biphenyl]-4-yl)(methyl)amino)methyl)phenyl)picolinate

HRID 405139

반응식

HRID 405139 반응식
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([Cl:9])=[CH:5][C:4]=1[C:10]1[CH:11]=[CH:12][C:13]([C:16]([O:18][CH3:19])=[O:17])=[N:14][CH:15]=1.[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([C:27]2[CH:32]=[CH:31][C:30]([NH:33][CH3:34])=[CH:29][CH:28]=2)=[CH:23][CH:22]=1.C([O-])([O-])=O.[K+].[K+]>CC(C)=O.CCOC(C)=O>[Cl:9][C:6]1[CH:7]=[CH:8][C:3]([CH2:2][N:33]([C:30]2[CH:29]=[CH:28][C:27]([C:24]3[CH:25]=[CH:26][C:21]([Cl:20])=[CH:22][CH:23]=3)=[CH:32][CH:31]=2)[CH3:34])=[C:4]([C:10]2[CH:11]=[CH:12][C:13]([C:16]([O:18][CH3:19])=[O:17])=[N:14][CH:15]=2)[CH:5]=1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 156227444-(4-Chlorophenyl)-N-methylanilineHCID 86674247Methyl 5-(2-(bromomethyl)-5-chlorophenyl)picolinate

생성물 1

HCID 71059984Methyl 5-(5-chloro-2-(((4'-chloro-[1,1'-biphenyl]-4-yl)(methyl)amino)methyl)phenyl)picolinate

시약·촉매·용매 2

HCID 180Acetone용매HCID 8857Ethyl Acetate용매

반응 조건

온도
50 °C

실험 절차

Methyl 5-(2-(bromomethyl)-5-chlorophenyl)picolinate (200 mg, 0.59 mmol), 4′-chloro-N-methyl-[1,1′-biphenyl]-4-amine (141 mg, 0.65 mmol), and K2CO3 (122 mg, 0.88 mmol) were diluted with acetone (3 mL) and heated to 50° C. After 18 h the resulting mixture was diluted with EtOAc, washed with water and brine, dried (Na2SO4), and dry packed onto silica gel. Column chromatography yielded the title compound.

후처리

  1. washwashed with water and brine
  2. dry with materialdried (Na2SO4)
  3. customdry

출처 및 근거

ORD 기록
ord-55d02b368df94ed48396974f2a5eab8b
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748624B2

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