Iodine → 5-(2-chloro-6-fluorophenyl)-3-iodo-1H-indole

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[NH:14][CH:13]=[CH:12]2.[I:18]I>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[NH:14][CH:13]=[C:12]2[I:18]

Participants

Reactant 2

HCID 807Iodine

HCID 679595775-(2-chloro-6-fluorophenyl)-1H-indole

Product 1

HCID 679601055-(2-chloro-6-fluorophenyl)-3-iodo-1H-indoleYield 103.2%

Procedure

This title compound was prepared analogously to compound 25c using 5-(2-chloro-6-fluorophenyl)-1H-indole (15 g, 0.06 mol) and I2 (17.1 g, 0.15 mol) to obtain the crude title compound (23 g). MS (ESI, m/z): 370.8 (M+1).

Sources & evidence

ORD record: ord-d1c0eff3fe194b41a7477b98b1cb9fcd
Source dataset: uspto-grants-2015_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09090593B2

Reaction notes

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