Potassium Carbonate → HCID 86729306、化合物

HRID 1399919ノート

反応式

HRID 1399919 の反応式
Br[C:2]1[CH:3]=[CH:4][C:5]2[N:9]=[CH:8][N:7]([CH3:10])[C:6]=2[CH:11]=1.[NH2:12][C:13]1[CH:14]=[C:15](B(O)O)[CH:16]=[CH:17][CH:18]=1.C([O-])([O-])=O.[K+].[K+]>O1CCOCC1.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]>[CH3:10][N:7]1[C:6]2[CH:11]=[C:2]([C:17]3[CH:18]=[C:13]([CH:14]=[CH:15][CH:16]=3)[NH2:12])[CH:3]=[CH:4][C:5]=2[N:9]=[CH:8]1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 922693-Aminophenylboronic acidHCID 235376446-Bromo-1-methyl-1H-benzimidazole

生成物 1

HCID 86729306HCID 86729306、化合物収率 57.4%

試薬・触媒・溶媒 2

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

反応条件

温度
120 °C

実験手順

To a solution of 6-bromo-1-methyl-1H-benzo[d]imidazole (500 mg, 2.37 mmol) in dioxane (10 mL) was added (3-aminophenyl)boronic acid (320 mg, 2.34 mmol), 2N K2CO3 (2 mL, 4 mmol) and PdCl2(dppf) (50 mg, 0.063 mmol). The reaction mixture was heated at 120° C. under microwave conditions for 30 min. The cooled mixture was concentrated under reduced pressure and the residue dissolved in ethyl acetate, washed with water with the separated organic layers being dried and concentrated to afford the desired product as a brown solid (300 mg, 56.7%). LCMS (m/z): 224.1 [M+H]+

後処理

  1. concentrationThe cooled mixture was concentrated under reduced pressure
  2. dissolutionthe residue dissolved in ethyl acetate
  3. washwashed with water with the separated organic layers
  4. custombeing dried
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-c6cff7fe2468448da96a3bb940e1fbf7
出典データセット
uspto-grants-2014_12
特許番号
US08906900B2

反応ノート

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