4-Fluorobenzoic Acid → 2-(4-Fluorophenyl)-5-aminoimidazo[4,5-b]pyridine

HRID 396374

반응식

HRID 396374 반응식
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[C:4]([NH2:9])[N:3]=1.[F:10][C:11]1[CH:19]=[CH:18][C:14]([C:15](O)=O)=[CH:13][CH:12]=1>>[F:10][C:11]1[CH:19]=[CH:18][C:14]([C:15]2[NH:8][C:7]3[C:2]([N:1]=2)=[N:3][C:4]([NH2:9])=[CH:5][CH:6]=3)=[CH:13][CH:12]=1

참가 물질

3

반응물 2

HCID 99734-Fluorobenzoic AcidHCID 780152,3,6-Triaminopyridine

생성물 1

HCID 224861322-(4-Fluorophenyl)-5-aminoimidazo[4,5-b]pyridine

실험 절차

2,3,6-Triaminopyridine (Austin Products; 372 mg 3 mmol) and 4-fluorobenzoic acid (420 mg 3 mmol) are treated with polyphosphoric acid (30 g) at 150° C. for 1 h. The reaction mixture is poured on ice-water/NH3conc. and extracted with ethyl acetate three times. The combined organic phases are dried over Na2SO4, filtered and evaporated to dryness to yield the crude product, which is purified by SiO2 chromatography (acetone/cyclohexane 20/80 to 50/80) and rendered the title compound as pale yellow crystals (200 mg 29%)

후처리

  1. additionThe reaction mixture is poured on ice-water/NH3conc
  2. extractionand extracted with ethyl acetate three times
  3. dry with materialThe combined organic phases are dried over Na2SO4
  4. filtrationfiltered
  5. customevaporated to dryness

출처 및 근거

ORD 기록
ord-3f6790251a1d4b0389cd894f9ca98db6
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06608072B1

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