8-Bromo-1,6-naphthyridine → 4-Cyano-3-[1,6]naphthyridin-8-yl-benzoic acid methyl ester

HRID 1909031Notes

Reaction equation

HRID 1909031 reaction equation
Br[C:2]1[CH:3]=[N:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2.[CH3:12][O:13][C:14](=[O:32])[C:15]1[CH:20]=[CH:19][C:18]([C:21]#[N:22])=[C:17](B2OC(C)(C)C(C)(C)O2)[CH:16]=1>>[CH3:12][O:13][C:14](=[O:32])[C:15]1[CH:20]=[CH:19][C:18]([C:21]#[N:22])=[C:17]([C:2]2[CH:3]=[N:4][CH:5]=[C:6]3[C:11]=2[N:10]=[CH:9][CH:8]=[CH:7]3)[CH:16]=1

Participants

3

Reactant 2

HCID 8172708-Bromo-1,6-naphthyridineHCID 56973105HCID 56973105, compound

Product 1

HCID 665996804-Cyano-3-[1,6]naphthyridin-8-yl-benzoic acid methyl ester

Procedure

Using, 8-bromo-[1,6]naphthyridine (1 mol. eq.) and 4-cyano-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid methyl ester (2.0 mol. eq.) as starting materials, the product was prepared using General procedure L (Suzuki) to give the title compound. MS(ESI) m/z 290.1 (M+H)+.

Workup

  1. customthe product was prepared

Sources & evidence

ORD record
ord-664ccfe8b7964f98a1c8934625407d86
Source dataset
uspto-grants-2013_12
Patent number
US08598217B2

Reaction notes

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