3-Bromo-5-(trifluoromethyl)pyridine → 6-chloro-2-(5-trifluoromethyl-pyridin-3-yl)-1H-indole

HRID 593576Notes

Reaction equation

HRID 593576 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[N:5][CH:6]=[C:7](Br)[CH:8]=1.C([N:19]1[C:27]2[C:22](=[CH:23][CH:24]=[C:25]([Cl:28])[CH:26]=2)[CH:21]=[C:20]1B(O)O)(OC(C)(C)C)=O>>[Cl:28][C:25]1[CH:26]=[C:27]2[C:22]([CH:21]=[C:20]([C:7]3[CH:6]=[N:5][CH:4]=[C:3]([C:2]([F:11])([F:10])[F:1])[CH:8]=3)[NH:19]2)=[CH:23][CH:24]=1

Participants

3

Reactant 2

HCID 111279913-Bromo-5-(trifluoromethyl)pyridineHCID 441191511-Boc-6-chloroindole-2-boronic acid

Product 1

HCID 582156856-chloro-2-(5-trifluoromethyl-pyridin-3-yl)-1H-indole

Procedure

3-Trifluoromethyl-5-bromopyridine and N-Boc-6-chloro-indole-2-boronic acid are processed according to the procedure described in Example 91 to give 6-chloro-2-(5-trifluoromethyl-pyridin-3-yl)-1H-indole. (ESI) m/z 297.0 (M+H)+.

Sources & evidence

ORD record
ord-943030eb6f6244d098e824fddaa9a091
Source dataset
uspto-grants-2016_01
Patent number
US09242963B2

Reaction notes

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