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Potassium Carbonate → 1-(3,5-Dimethylisoxazol-4-yl)-8-fluoro-3,4-dimethylimidazo[1,5-a]quinoxaline

HRID 254306
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HRID 254306 반응식
Br[C:2]1[N:6]2[C:7]3[C:12]([N:13]=[C:14]([CH3:15])[C:5]2=[C:4]([CH3:17])[N:3]=1)=[CH:11][CH:10]=[C:9]([F:16])[CH:8]=3.[CH3:18][C:19]1(B(O)O)[CH:23]=[C:22]([CH3:24])[O:21][NH:20]1.C([O-])([O-])=O.[K+].[K+]>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>[CH3:18][C:19]1[C:23]([C:2]2[N:6]3[C:7]4[C:12]([N:13]=[C:14]([CH3:15])[C:5]3=[C:4]([CH3:17])[N:3]=2)=[CH:11][CH:10]=[C:9]([F:16])[CH:8]=4)=[C:22]([CH3:24])[O:21][N:20]=1
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 577324521-Bromo-8-fluoro-3,4-dimethylimidazo[1,5-a]quinoxalineHCID 668614323,5-Dimethyl-isoxazoleboronic acid

생성물 1

HCID 426294731-(3,5-Dimethylisoxazol-4-yl)-8-fluoro-3,4-dimethylimidazo[1,5-a]quinoxaline수율 77.3%

시약·촉매·용매 1

HCID 178418397
HCID 178418397, 화합물
촉매

실험 절차

Following the general Suzuki coupling procedure, reaction of bromide 5A (75 mg, 0.25 mmol), 3,5-dimethylisoxazolboronic acid (178 mg, 1.25 mmol), K2CO3 (105 mg, 0.75 mmol) and Pd(PPh3)4 (5.8 mg, 0.005 mmol) provided the coupling product as a white powder (60 mg, 77% yield). EIMS 311.1 [M+H]+.

출처 및 근거

ORD 기록
ord-0f952c2c175e4884812d0a125d353df7
출처 데이터셋
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07875618B2

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