Iodine chloride → 3-Iodo-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridine

Reaction equation

[F:1][C:2]([F:21])([F:20])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[C:11](C#N)[C:12]3[N:13]([CH:15]=[CH:16][N:17]=3)[CH:14]=2)=[CH:5][CH:4]=1.[I:22]Cl>>[I:22][C:15]1[N:13]2[CH:14]=[C:9]([C:6]3[CH:7]=[CH:8][C:3]([C:2]([F:21])([F:20])[F:1])=[CH:4][CH:5]=3)[CH:10]=[CH:11][C:12]2=[N:17][CH:16]=1

Participants

Reactant 2

HCID 24640Iodine chloride

HCID 670002226-(4-Trifluoromethyl-phenyl)-imidazo[1,2-a]pyridine-8-carbonitrile

Product 1

HCID 670004923-Iodo-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridineYield 67%

Procedure

Prepared from 6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridine (example C.24 step 1) (2.3 g, 9 mmol) and iodine monochloride as described in example C.20 step 3. Obtained the title compound as a light yellow solid (2.3 g, 67%). MS (ISP) 389.1 [(M+H)+].

Sources & evidence

ORD record: ord-dadfff3126594fdf8f3a7909bc5662ba
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08063048B2

Reaction notes

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