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

HRID 396374

反応式

HRID 396374 の反応式
[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

参加物

3

反応物 2

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

生成物 1

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

実験手順

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%)

後処理

  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

出典と根拠

ORDレコード
ord-3f6790251a1d4b0389cd894f9ca98db6
出典データセット
uspto-grants-2003_08
特許番号
US06608072B1

関連ノート

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