Trimethylsilylacetylene → 8-Ethynyl-1,6-naphthyridine

HRID 1255927Notes

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.[C:12]([Si](C)(C)C)#[CH:13]>>[C:12]([C:2]1[CH:3]=[N:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2)#[CH:13]

Participants

Reactant 2

HCID 66111Trimethylsilylacetylene

HCID 8172708-Bromo-1,6-naphthyridine

Product 1

HCID 747878748-Ethynyl-1,6-naphthyridine

Procedure

The title compound can be synthesized from 8-ethynyl-1,6-naphthyridine and N-(3-(2-((dimethylamino)methyl)-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)-3-iodo-4-methylbenzamide in a manner similar to that described for Example 1. 8-ethynyl-1,6-naphthyridine is prepared from 8-bromo-1,6-naphthyridine and ethynyltrimethylsilane according to the 2 steps procedure described in Example 1.

Sources & evidence

ORD record: ord-43136e85c1fc41a995e1fdc5fc275d50
Source dataset: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08461167B2

Reaction notes

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