3-Bromo-2-chloropyridine → 3'-[(3-Bromopyridin-2-yl)amino]-6-methyl-N-[3-(trifluoromethyl)phenyl]biphenyl-3-carboxamide

HRID 77726

반응식

HRID 77726 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]2[C:13]([CH3:14])=[CH:12][CH:11]=[C:10]([C:15]([NH:17][C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:19]=3)=[O:16])[CH:9]=2)[CH:5]=[CH:6][CH:7]=1.[Br:28][C:29]1[C:30](Cl)=[N:31][CH:32]=[CH:33][CH:34]=1>CO>[Br:28][C:29]1[C:30]([NH:1][C:2]2[CH:3]=[C:4]([C:8]3[C:13]([CH3:14])=[CH:12][CH:11]=[C:10]([C:15]([NH:17][C:18]4[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:25])([F:26])[F:27])[CH:19]=4)=[O:16])[CH:9]=3)[CH:5]=[CH:6][CH:7]=2)=[N:31][CH:32]=[CH:33][CH:34]=1

참가 물질

4

반응물 2

HCID 6933243-Bromo-2-chloropyridineHCID 690436683'-Amino-6-methyl-N-[3-(trifluoromethyl)phenyl]biphenyl-3-carboxamide

생성물 1

HCID 692684343'-[(3-Bromopyridin-2-yl)amino]-6-methyl-N-[3-(trifluoromethyl)phenyl]biphenyl-3-carboxamide수율 40.3%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
180 °C

실험 절차

A mixture of 3′-amino-6-methyl-N-[3-(trifluoromethyl)phenyl]biphenyl-3-carboxamide (150 mg, 0.41 mmol) and 3-bromo-2-chloropyridine (90 mg, 0.47 mmol) was heated neat to 180° C. in an oil bath. The temperature was increased to 200° C., and then heating was discontinued and the reaction mixture was allowed to stir for 72 h. The resulting solid was dissolved in methanol and purified by flash column chromatography (eluting with a gradient of 0-40% ethyl acetate in hexanes) to afford product (87 mg, 39%).

후처리

  1. temperatureThe temperature was increased to 200° C.
  2. temperatureheating
  3. custompurified by flash column chromatography (
  4. washeluting with a gradient of 0-40% ethyl acetate in hexanes)

출처 및 근거

ORD 기록
ord-b898b2ff2a2a4343b26a02e88c8107ab
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841318B2

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