Iodine chloride → 6-(4-Chloro-phenyl)-8-cyclopropyl-3-iodo-imidazo[1,2-a]pyridine

HRID 1293737Notes

Reaction equation

HRID 1293737 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([CH:17]3[CH2:19][CH2:18]3)[C:11]3[N:12]([CH:14]=[CH:15][N:16]=3)[CH:13]=2)=[CH:4][CH:3]=1.[I:20]Cl>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[C:10]([CH:17]3[CH2:19][CH2:18]3)[C:11]3[N:12]([C:14]([I:20])=[CH:15][N:16]=3)[CH:13]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 24640Iodine chlorideHCID 670008386-(4-Chloro-phenyl)-8-cyclopropyl-imidazo[1,2-a]pyridine

Product 1

HCID 670009596-(4-Chloro-phenyl)-8-cyclopropyl-3-iodo-imidazo[1,2-a]pyridine

Procedure

Prepared from 6-(4-chloro-phenyl)-8-cyclopropyl-imidazo[1,2-a]pyridine (example C.27 step 4) (3.1 g, 11.5 mmol) and iodine monochloride as described in example C.20 step 3. Obtained the title compound as an off-white solid (1.098 g, 24% pure material, crystallized from EtOAc/heptane; 2.001 g, 42% contains dicylopropyl material). MS (ISP) 394.8 [(M+H)+], 396.9 [(M+2+H)+].

Sources & evidence

ORD record
ord-8ba3b1b6eb104cd3ac4fbaa8fb513331
Source dataset
uspto-grants-2007_07
Patent number
US07238808B2

Reaction notes

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