Water → HCID 86721399, compound

HRID 869562Notes

Reaction equation

HRID 869562 reaction equation
[Cl:1][C:2]1[C:3]2[N:4]([CH:8]=[C:9]([CH:11]3[CH2:13][CH2:12]3)[N:10]=2)[CH:5]=[CH:6][CH:7]=1.[I:14]N1C(=O)CCC1=O.O>CN(C=O)C>[Cl:1][C:2]1[C:3]2[N:4]([C:8]([I:14])=[C:9]([CH:11]3[CH2:13][CH2:12]3)[N:10]=2)[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 120273N-IodosuccinimideHCID 86721400HCID 86721400, compound

Product 1

HCID 86721399HCID 86721399, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

[step 2] 8-Chloro-2-cyclopropylimidazo[1,2-a]pyridine (2.23 g, 11.6 mmol) obtained in step 1 was dissolved in DMF (23 mL), N-iodosuccinimide (2.36 g, 12.7 mmol) was added, and the mixture was stirred at room temperature for 2 hr. To the mixture was added water (100 mL), and the precipitated crystals were collected by suction filtration to give 8-chloro-2-cyclopropyl-3-iodoimidazo[1,2-a]pyridine (3.46 g, 94%).

Workup

  1. filtrationthe precipitated crystals were collected by suction filtration

Sources & evidence

ORD record
ord-dcc51709b6f34895afbc70321129d642
Source dataset
uspto-grants-2015_03
Patent number
US08969345B2

Reaction notes

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