Trimethylsilylacetylene → 4-Ethynylisoquinolin-8-amine

HRID 1527871Notes

Reaction equation

Br[C:2]1[C:11]2[C:6](=[C:7]([NH2:12])[CH:8]=[CH:9][CH:10]=2)[CH:5]=[N:4][CH:3]=1.[C:13]([Si](C)(C)C)#[CH:14]>>[C:13]([C:2]1[C:11]2[C:6](=[C:7]([NH2:12])[CH:8]=[CH:9][CH:10]=2)[CH:5]=[N:4][CH:3]=1)#[CH:14]

Participants

Reactant 2

HCID 66111Trimethylsilylacetylene

HCID 4597724-Bromoisoquinolin-8-amine

Product 1

HCID 866323124-Ethynylisoquinolin-8-amine

Procedure

The title compound can be synthesized from 4-ethynylisoquinolin-8-amine and N-(3-iodo-4-methylphenyl)-4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)benzamide in a manner similar to that described for Example 1. 4-ethynylisoquinolin-8-amine is prepared from 4-bromoisoquinolin-8-amine and ethynyltrimethylsilane according to the 2 steps procedure described in example 1.

Sources & evidence

ORD record: ord-7055c23bab7c4ddc819b29a9cb50f9dd
Source dataset: uspto-grants-2015_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09090561B2

Reaction notes

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