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Ethanol → 3-(3-Pyrazol-1-yl-phenyl)-7-pyridin-3-yl-imidazo[1,2-a]pyridine

HRID 383268
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HRID 383268 반응식
Cl[C:2]1[CH:7]=[CH:6][N:5]2[C:8]([C:11]3[CH:16]=[CH:15][CH:14]=[C:13]([N:17]4[CH:21]=[CH:20][CH:19]=[N:18]4)[CH:12]=3)=[CH:9][N:10]=[C:4]2[CH:3]=1.[N:22]1[CH:27]=[CH:26][CH:25]=[C:24](B(O)O)[CH:23]=1.CCO.C([O-])([O-])=O.[Na+].[Na+]>COCCOC.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.O>[N:17]1([C:13]2[CH:12]=[C:11]([C:8]3[N:5]4[CH:6]=[CH:7][C:2]([C:24]5[CH:23]=[N:22][CH:27]=[CH:26][CH:25]=5)=[CH:3][C:4]4=[N:10][CH:9]=3)[CH:16]=[CH:15][CH:14]=2)[CH:21]=[CH:20][CH:19]=[N:18]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 702EthanolHCID 10340Sodium CarbonateHCID 27343783-Pyridinylboronic acidHCID 252629807-Chloro-3-(3-pyrazol-1-yl-phenyl)-imidazo[1,2-a]pyridine

생성물 1

HCID 252296803-(3-Pyrazol-1-yl-phenyl)-7-pyridin-3-yl-imidazo[1,2-a]pyridine

시약·촉매·용매 3

HCID 178418397
HCID 178418397, 화합물
촉매
HCID 962Water용매
HCID 80711,2-Dimethoxyethane용매

실험 절차

7-Chloro-3-(3-pyrazol-1-yl-phenyl)-imidazo[1,2-a]pyridine (Intermediate AA) (1 eq, 0.214 mmol, 70 mg) and 3-pyridine boronic acid (1 eq, 0.214 mmol, 26.1 mg) are dissolved in DME (3 ml), EtOH (1 ml) and water (1.5 ml) and Na2CO3 (2 eq, 0.427 mmol, 53.0 mg) is added. Pd(PPh3)4 (0.06 eq, 0.01 mmol, 15 mg) is added and the reaction mixture is heated using microwave radiation at 120° C. for 15 min. At the completion of this time the solvent is removed in vacuo and the reaction mixture is purified by flash column chromatography eluting with 8:2 DCM/MeOH to yield 3-(3-pyrazol-1-yl-phenyl)-7-pyridin-3-yl-imidazo[1,2-a]pyridine as a light brown solid; [M+H]+=338

후처리

  1. temperaturethe reaction mixture is heated
  2. customat 120° C.
  3. customfor 15 min
  4. customAt the completion of this time the solvent is removed in vacuo
  5. customthe reaction mixture is purified by flash column chromatography
  6. washeluting with 8:2 DCM/MeOH

출처 및 근거

ORD 기록
ord-cdc9094ecc2e4109a6b7b52b18818a07
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08367662B2

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