4-Fluorobenzoic Acid → 5Chloro-2-(4fluorophenyl)imidazo[4,5-b]pyridine

HRID 396369ノート

反応式

HRID 396369 の反応式
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[C:4]([Cl:9])[N:3]=1.[F:10][C:11]1[CH:19]=[CH:18][C:14]([C:15](O)=O)=[CH:13][CH:12]=1>>[Cl:9][C:4]1[N:3]=[C:2]2[N:1]=[C:15]([C:14]3[CH:18]=[CH:19][C:11]([F:10])=[CH:12][CH:13]=3)[NH:8][C:7]2=[CH:6][CH:5]=1

参加物

3

反応物 2

HCID 99734-Fluorobenzoic AcidHCID 106306156-Chloropyridine-2,3-diamine

生成物 1

HCID 224861255Chloro-2-(4fluorophenyl)imidazo[4,5-b]pyridine収率 46.6%

実験手順

2,3-Diamino-6-chloropyridine (Davos-Bulk supplier, 2.25 g 15.6 mmol) and 4-fluorobenzoic acid (2.62 g 18.7 mmol) are treated with polyphosphoric acid (56.4 g) at 150° C. for 6 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 recrystallisation from ethyl acetate/tert.butyl methyl ether to yield the title compound (1.8 g 44%) as grey crystals.

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
  6. customto yield the crude product, which
  7. customis purified by recrystallisation from ethyl acetate/tert.butyl methyl ether

出典と根拠

ORDレコード
ord-fe20243a49b742bf9cff00e9161f3605
出典データセット
uspto-grants-2003_08
特許番号
US06608072B1

反応ノート

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