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

HRID 269566ノート

反応式

HRID 269566 の反応式
[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]

参加物

8

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 178418397HCID 178418397、化合物触媒HCID 962Water溶媒HCID 3283Diethyl Ether溶媒

反応条件

温度
90 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-2c3b5cb6f228406ab194bb627af8d4be
出典データセット
uspto-grants-2008_11
特許番号
US07446222B2

反応ノート

読み込み中…