3-Bromo-5-methylpyridine → 6-chloro-2-(5-methyl-pyridin-3-yl)-1H-indole

HRID 1630846Notes

Reaction equation

HRID 1630846 reaction equation
[CH3:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6](Br)[CH:7]=1.C([N:16]1[C:24]2[C:19](=[CH:20][CH:21]=[C:22]([Cl:25])[CH:23]=2)[CH:18]=[C:17]1B(O)O)(OC(C)(C)C)=O>>[Cl:25][C:22]1[CH:23]=[C:24]2[C:19]([CH:18]=[C:17]([C:6]3[CH:5]=[N:4][CH:3]=[C:2]([CH3:1])[CH:7]=3)[NH:16]2)=[CH:20][CH:21]=1

Participants

3

Reactant 2

HCID 8177133-Bromo-5-methylpyridineHCID 441191511-Boc-6-chloroindole-2-boronic acid

Product 1

HCID 582157506-chloro-2-(5-methyl-pyridin-3-yl)-1H-indole

Procedure

3-Methyl-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-methyl-pyridin-3-yl)-1H-indole. (ESI) m/z 243.0 (M+H)+.

Sources & evidence

ORD record
ord-7d29e7f78c3847da95ded60d7c9e2857
Source dataset
uspto-grants-2014_07
Patent number
US08791141B2

Reaction notes

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