Trimethylsilylacetylene → [5-(4-Chlorophenyl)-2-trimethylsilanylethynylpyridin-3-yl]methylamine

HRID 734871Notes

Reaction equation

HRID 734871 reaction equation
Br[C:2]1[C:7]([CH2:8][NH2:9])=[CH:6][C:5]([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=2)=[CH:4][N:3]=1.[CH3:17][Si:18]([C:21]#[CH:22])([CH3:20])[CH3:19]>>[Cl:16][C:13]1[CH:14]=[CH:15][C:10]([C:5]2[CH:6]=[C:7]([CH2:8][NH2:9])[C:2]([C:22]#[C:21][Si:18]([CH3:20])([CH3:19])[CH3:17])=[N:3][CH:4]=2)=[CH:11][CH:12]=1

Participants

3

Reactant 2

HCID 66111TrimethylsilylacetyleneHCID 86601137[2-Bromo-5-(4-chlorophenyl)pyridin-3-yl]methylamine

Product 1

HCID 69065016[5-(4-Chlorophenyl)-2-trimethylsilanylethynylpyridin-3-yl]methylamine

Procedure

The product was prepared analogously to Example 7.1c starting from [2-bromo-5-(4-chlorophenyl)pyridin-3-yl]methylamine and trimethylsilylacetylene. Yield: 0.23 g (91% of theoretical); C17H19ClN2Si (M=314.884); calc.: molpeak (M+H)+:315/317 (Cl); found: molpeak (M+H)+:315/317 (Cl).

Workup

  1. customThe product was prepared analogously to Example 7.1c

Sources & evidence

ORD record
ord-271369b349a7408a867f3adc8d4f1824
Source dataset
uspto-grants-2009_09
Patent number
US07592358B2

Reaction notes

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