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3-Fluorophenylboronic acid → N-[6-(3-fluorophenyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]nicotinamide

HRID 2382799
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HRID 2382799 반응식
Br[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([N:8]=[C:9]([NH:11][C:12](=[O:19])[C:13]3[CH:18]=[CH:17][CH:16]=[N:15][CH:14]=3)[N:10]=2)[CH:7]=1.[F:20][C:21]1[CH:22]=[C:23](B(O)O)[CH:24]=[CH:25][CH:26]=1>>[F:20][C:21]1[CH:26]=[C:25]([C:2]2[CH:3]=[CH:4][C:5]3[N:6]([N:8]=[C:9]([NH:11][C:12](=[O:19])[C:13]4[CH:18]=[CH:17][CH:16]=[N:15][CH:14]=4)[N:10]=3)[CH:7]=2)[CH:24]=[CH:23][CH:22]=1
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참가 물질

3

반응물 2

HCID 27339863-Fluorophenylboronic acidHCID 25212519N-(6-bromo[1,2,4]triazolo[1,5-a]pyridin-2-yl)nicotinamide

생성물 1

HCID 25213026N-[6-(3-fluorophenyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]nicotinamide수율 53%

실험 절차

The title compound was prepared following procedure described for intermediate A1 step a), but starting from N-(6-bromo[1,2,4]triazolo[1,5-a]pyridin-2-yl)nicotinamide ((B6), 75 mg; 0.24 mmol; 1.0 eq.) and 3-fluorophenylboronic acid (66 mg; 0.47 mmol; 2.0 eq.). Purification by flash chromatography on silica (MeOH/EtOAc, 5:95) gave the title compound as a beige powder (42 mg, 53%). HPLC, Rt: 2.40 min. (purity 99.7%). LC/MS, M+(ESI): 334.3, M−(ESI): 332.3.

후처리

  1. customThe title compound was prepared following procedure
custom
Purification by flash chromatography on silica (MeOH/EtOAc, 5:95)

출처 및 근거

ORD 기록
ord-12e716696e5840fbb3d4be516f7d8bb6
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08263595B2

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