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Water → 7-Chloro-3-(3-pyrazol-1-yl-phenyl)-imidazo[1,2-a]pyridine

HRID 383299
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HRID 383299 반응식
Br[C:2]1[N:6]2[CH:7]=[CH:8][C:9]([Cl:11])=[CH:10][C:5]2=[N:4][CH:3]=1.[N:12]1([C:17]2[CH:18]=[C:19](B(O)O)[CH:20]=[CH:21][CH:22]=2)[CH:16]=[CH:15][CH:14]=[N:13]1.O.C([O-])([O-])=O.[Na+].[Na+]>COCCOC.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[Cl:11][C:9]1[CH:8]=[CH:7][N:6]2[C:2]([C:21]3[CH:20]=[CH:19][CH:18]=[C:17]([N:12]4[CH:16]=[CH:15][CH:14]=[N:13]4)[CH:22]=3)=[CH:3][N:4]=[C:5]2[CH:10]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 16640530(3-(1H-pyrazol-1-yl)phenyl)boronic acidHCID 467391183-Bromo-7-chloroimidazo[1,2-a]pyridine

생성물 1

HCID 252629807-Chloro-3-(3-pyrazol-1-yl-phenyl)-imidazo[1,2-a]pyridine

시약·촉매·용매 2

HCID 178418476
HCID 178418476, 화합물
촉매
HCID 80711,2-Dimethoxyethane용매

실험 절차

3-Bromo-7-chloro-imidazo-[1,2-a]-pyridine (1 eq, 2.59 mmol, 600 mg) and 3-(1H-pyrazolyl)-phenylboronic acid (1.2 eq, 1.04 mmol, 195 mg) are dissolved in DME (5 ml) and water (1.5 ml) and Na2CO3 (0.65 eq, 1.68 mmol, 209 mg) is added. PdCl2(PPh3)2 (0.04 eq, 0.104 mmol, 72.8 mg) is added and the reaction mixture is heated using microwave radiation at 120° C. for 10 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 9:1 DCM/MeOH to yield 7-chloro-3-(3-pyrazol-1-yl -phenyl)-imidazo[1,2-a]pyridine as a brown solid; [M+H]+=295

후처리

  1. temperaturethe reaction mixture is heated
  2. customat 120° C.
  3. customfor 10 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 9:1 DCM/MeOH

출처 및 근거

ORD 기록
ord-24142fe5affc419f924fdbdd05330ef1
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08367662B2

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