Trimethylsilylacetylene → 5-(4-Chlorophenyl)-2-trimethylsilanylethynylpyridin-3-ylamine

HRID 734822Notes

Reaction equation

HRID 734822 reaction equation
Br[C:2]1[C:7]([NH2:8])=[CH:6][C:5]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)=[CH:4][N:3]=1.[CH3:16][Si:17]([C:20]#[CH:21])([CH3:19])[CH3:18]>>[Cl:15][C:12]1[CH:13]=[CH:14][C:9]([C:5]2[CH:6]=[C:7]([NH:8][C:21]#[C:20][Si:17]([CH3:19])([CH3:18])[CH3:16])[CH:2]=[N:3][CH:4]=2)=[CH:10][CH:11]=1

Participants

3

Reactant 2

HCID 66111TrimethylsilylacetyleneHCID 859697042-Bromo-5-(4-chloro-phenyl)-pyridin-3-ylamine

Product 1

HCID 690593785-(4-Chlorophenyl)-2-trimethylsilanylethynylpyridin-3-ylamine

Procedure

The product was obtained analogously to Example 7.1b starting from 2-bromo-5-(4-chlorophenyl)pyridin-3-ylamine (Example 16.1c) and trimethylsilylacetylene. Yield: 1.09 g (51% of theoretical); C16H17ClN2Si (M=300.858); calc.: molpeak (M+H)+: 301/303 (Cl); found: molpeak (M+H)+: 301/303 (Cl).

Workup

  1. customThe product was obtained analogously to Example 7.1b

Sources & evidence

ORD record
ord-235b3c1a957d4cf49524ff782ba84a44
Source dataset
uspto-grants-2009_09
Patent number
US07592358B2

Reaction notes

Loading…