Sodium Carbonate → 2-[4-(10-Bromo-9-anthracenyl)phenyl]imidazo[1,2-a]pyridine

HRID 251764

반응식

HRID 251764 반응식
I[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][N:11]3[CH:16]=2)=[CH:4][CH:3]=1.[Br:17][C:18]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:25](B(O)O)=[C:24]2[C:19]=1[CH:20]=[CH:21][CH:22]=[CH:23]2.C(=O)([O-])[O-].[Na+].[Na+]>[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.COCCOC>[Br:17][C:18]1[C:19]2[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:25]([C:2]2[CH:7]=[CH:6][C:5]([C:8]3[N:9]=[C:10]4[CH:15]=[CH:14][CH:13]=[CH:12][N:11]4[CH:16]=3)=[CH:4][CH:3]=2)=[C:26]2[C:31]=1[CH:30]=[CH:29][CH:28]=[CH:27]2

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 7850652-(4-Iodophenyl)imidazo[1,2-a]pyridineHCID 1621748710-Bromoanthracene-9-boronic acid

생성물 1

HCID 859091942-[4-(10-Bromo-9-anthracenyl)phenyl]imidazo[1,2-a]pyridine수율 78.9%

시약·촉매·용매 2

HCID 11979704Tetrakis(triphenylphosphine)palladium촉매HCID 80711,2-Dimethoxyethane용매

실험 절차

Ten point six grams (33 mmol) of 2-(4-iodophenyl)-imidazo [1,2-a] pyridine, 10 g (33 mmol) of 10-bromoanthracene-9-boronic acid and 0.77 g of tetrakis (triphenylphosphine) palladium were dissolved into 100 milliliter of 1,2-dimethoxyethane, and adding 50 milliliter of 2.0M sodium carbonate aqueous solution, the resultant suspension was refluxed under heating for 7 hours. After completion of the reaction, separation with filtration was carried out and resultant crystals were washed with water and methanol, thereby obtaining 11.7 g of 2-[4-(10-bromo-anthracene-9-yl)-phenyl]-imidazo [1,2-a] pyridine (yield: 78%).

후처리

  1. temperatureunder heating for 7 hours
  2. customAfter completion of the reaction, separation
  3. filtrationwith filtration
  4. washresultant crystals were washed with water and methanol

출처 및 근거

ORD 기록
ord-f0cc9fdf26f543f88509eb4a0d9d89ee
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07867629B2

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