[4-(Methoxycarbonyl)-2-methylphenyl]boronic acid → HCID 89782937、化合物

HRID 58065

反応式

HRID 58065 の反応式
Br[C:2]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=[C:7]2[C:3]=1[CH:4]=[N:5][NH:6]2.[CH3:15][O:16][C:17]([C:19]1[CH:24]=[CH:23][C:22](B(O)O)=[C:21]([CH3:28])[CH:20]=1)=[O:18]>O1CCOCC1.C([O-])(O)=O.[Na+].C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[CH3:28][C:21]1[CH:20]=[C:19]([CH:24]=[CH:23][C:22]=1[C:2]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=[C:7]2[C:3]=1[CH:4]=[N:5][NH:6]2)[C:17]([O:16][CH3:15])=[O:18]

参加物

6

反応物 2

HCID 22171419[4-(Methoxycarbonyl)-2-methylphenyl]boronic acidHCID 247292324-Bromo-6-(trifluoromethyl)-1H-indazole

生成物 1

HCID 89782937HCID 89782937、化合物

試薬・触媒・溶媒 3

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)触媒HCID 312751,4-Dioxane溶媒HCID 516892Sodium Bicarbonate溶媒

反応条件

温度
140 °C

実験手順

To a microwave vial was added a mixture 4-bromo-6-(trifluoromethyl)-1H-indazole (0.478 g, 1.804 mmol), (4-(methoxycarbonyl)-2-methylphenyl)boronic acid (0.35 g, 1.804 mmol) and PdCl2(dppf) (0.066 g, 0.090 mmol) in dioxane (10 mL) and aqueous saturated NaHCO3 (3 mL). The resulting light yellow suspension was heated at 140° C. for 60 minutes in a microwave reactor. The reaction mixture was subsequently concentrated and the residue was diluted with EtOAc and washed with water. The volatiles were removed via rotary evaporation to give the title compound, which was used without further purification (0.53 g). ESI-MS m/z [M+H]+ calc'd for C17H13F3N2O2, 335.1. found 335.2.

後処理

  1. concentrationThe reaction mixture was subsequently concentrated
  2. additionthe residue was diluted with EtOAc
  3. washwashed with water
  4. customThe volatiles were removed via rotary evaporation

出典と根拠

ORDレコード
ord-baa272f5ec214d7b956cc5f094773292
出典データセット
uspto-grants-2016_09
特許番号
US09434743B2

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