Allyl bromide → HCID 21329312, compound

HRID 614357Notes

Reaction equation

HRID 614357 reaction equation
[F:1][C:2]1[N:7]=[C:6]2[N:8]([C:12]3[CH:17]=[CH:16][C:15]4[O:18][CH2:19][O:20][C:14]=4[CH:13]=3)[C:9](=[O:11])[NH:10][C:5]2=[CH:4][CH:3]=1.[OH-].[K+].[CH2:23](Br)[CH:24]=[CH2:25]>CC(C)=O>[F:1][C:2]1[N:7]=[C:6]2[N:8]([C:12]3[CH:17]=[CH:16][C:15]4[O:18][CH2:19][O:20][C:14]=4[CH:13]=3)[C:9](=[O:11])[N:10]([CH2:25][CH:24]=[CH2:23])[C:5]2=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 14797Potassium HydroxideHCID 21329329HCID 21329329, compound

Product 1

HCID 21329312HCID 21329312, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Treat a suspension of 1.4 g. (0.005 mole) of the imidazopyridine product of Step D in 80 ml. of acetone with 560 mg. (0.01 mole) of powdered potassium hydroxide. Stir at room temperature for 20 minutes and add 1.21 g. (0.01 mole) of allyl bromide. Continue stirring overnight. Concentrate the reaction mixture to one-half volume and dilute with 75 ml. of water. Separate the solid product by filtration and crystalize from ethanol.

Workup

  1. additionTreat
  2. additiona suspension of 1.4 g
  3. additionadd 1.21 g
  4. stirringContinue stirring overnight
  5. concentrationConcentrate the reaction mixture to one-half volume
  6. additiondilute with 75 ml
  7. customSeparate the solid product
  8. filtrationby filtration
  9. customcrystalize from ethanol

Sources & evidence

ORD record
ord-46273e5a4c5446e7a204e024daa10ae4
Source dataset
uspto-grants-1979_03
Patent number
US04144341

Reaction notes

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