Potassium Carbonate → Methyl 4-(acetylamino)-2''-{[(2, 4-difluorophenyl)methyl]oxy}-5''-(trifluoromethyl)-1,1':2',1''-terphenyl-2-carboxylate

HRID 269566노트

반응식

HRID 269566 반응식
[F:1][C:2]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:3]=1[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([F:15])([F:14])[F:13])=[CH:8][C:7]=1B(O)O.[C:24]([NH:27][C:28]1[CH:29]=[C:30]([C:41]([O:43][CH3:44])=[O:42])[C:31]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=2Br)=[CH:32][CH:33]=1)(=[O:26])[CH3:25].C(=O)([O-])[O-].[K+].[K+].C1(C)C=CC=CC=1.C(O)C>C(OCC)C.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:24]([NH:27][C:28]1[CH:29]=[C:30]([C:41]([O:43][CH3:44])=[O:42])[C:31]([C:34]2[C:35]([C:7]3[CH:8]=[C:9]([C:12]([F:15])([F:14])[F:13])[CH:10]=[CH:11][C:6]=3[O:5][CH2:4][C:3]3[CH:19]=[CH:20][C:21]([F:23])=[CH:22][C:2]=3[F:1])=[CH:36][CH:37]=[CH:38][CH:39]=2)=[CH:32][CH:33]=1)(=[O:26])[CH3:25]

참가 물질

8

반응물 4

HCID 11430Potassium CarbonateHCID 211129052-(2,4-Difluorobenzyloxy)-5-trifluoromethylphenylboronic acidHCID 21863594Toluene ethanolHCID 58731002Methyl 4-(acetylamino)-2'-bromo-2-biphenylcarboxylate

생성물 1

HCID 58731000Methyl 4-(acetylamino)-2''-{[(2, 4-difluorophenyl)methyl]oxy}-5''-(trifluoromethyl)-1,1':2',1''-terphenyl-2-carboxylate

시약·촉매·용매 3

HCID 178418397HCID 178418397, 화합물촉매HCID 962Water용매HCID 3283Diethyl Ether용매

반응 조건

온도
90 °C

실험 절차

A mixture of 2-[(2,4-difluorobenzyl)oxy]-5-trifluoromethylbenzene boronic acid (66 mg, 0.2 mmol), methyl 4-(acetylamino)-2′-bromo-2-biphenylcarboxylate (110 mg, 0.32 mmol), potassium carbonate (138 mg, 1 mmol) and tetrakis(triphenylphosphine)palladium(0) (23 mg, 5 mol %) in 1:1 toluene/ethanol (4 ml) was stirred and heated at 90° C. under nitrogen for 2 hours. After cooling the mixture was diluted with diethyl ether and water and the organic phase dried (MgSO4) and evaporated to dryness. The residue was chromatographed with ethyl acetate/iso-hexane (2:3) to yield the title compound as a pale yellow gum. (90 mg).

후처리

  1. temperatureAfter cooling the mixture
  2. dry with materialthe organic phase dried (MgSO4)
  3. customevaporated to dryness
  4. customThe residue was chromatographed with ethyl acetate/iso-hexane (2:3)

출처 및 근거

ORD 기록
ord-2c3b5cb6f228406ab194bb627af8d4be
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07446222B2

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