Potassium Carbonate → HCID 86729306, 화합물

HRID 1051545노트

반응식

HRID 1051545 반응식
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

참가 물질

6

반응물 3

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

생성물 1

HCID 86729306HCID 86729306, 화합물수율 57.4%

시약·촉매·용매 2

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

반응 조건

온도
120 °C

실험 절차

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]+

후처리

  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

출처 및 근거

ORD 기록
ord-483568c97f224cdc93c4f131128e26af
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09388173B2

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