Isopropyl iodide → 5,7-dichloro-3-isopropyl-3H-imidazo[4,5-b]pyridine

HRID 1422498Notes

Reaction equation

HRID 1422498 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]2[NH:8][CH:9]=[N:10][C:5]2=[C:4]([Cl:11])[CH:3]=1.I[CH:13]([CH3:15])[CH3:14]>>[Cl:1][C:2]1[N:7]=[C:6]2[N:8]([CH:13]([CH3:15])[CH3:14])[CH:9]=[N:10][C:5]2=[C:4]([Cl:11])[CH:3]=1

Participants

3

Reactant 2

HCID 6362Isopropyl iodideHCID 1784781755,7-dichloro-4H-imidazo[4,5-b]pyridine

Product 1

HCID 866434695,7-dichloro-3-isopropyl-3H-imidazo[4,5-b]pyridine

Procedure

Following the procedure of Example 15b, 5,7-dichloro-3H-imidazo[4,5-b]pyridine (J. Med. Chem., 2007, 50, 828-834) (0.118 g, 0.624 mmol) was reacted with 2-iodopropane. The crude product mixture was purified by silica gel chromatography (25 to 35% ethyl acetate in hexane eluant) to afford a mixture of the title compound (major) and an isomeric product as a solid. MS m/z 230.2 (M+1).

Workup

  1. customThe crude product mixture was purified by silica gel chromatography (25 to 35% ethyl acetate in hexane eluant)
  2. customto afford

Sources & evidence

ORD record
ord-bb4c00d849114ccabf82c6b0076c715d
Source dataset
uspto-grants-2015_01
Patent number
US08927281B2

Reaction notes

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