2-(4-Chloro-2-methylphenyl)-5-trimethylsilanylethynylpyrazine → 2-(4-Chloro-2-methylphenyl)-5-ethynylpyrazine

HRID 734888Notes

Reaction equation

HRID 734888 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[N:12][C:11]([C:14]#[C:15][Si](C)(C)C)=[CH:10][N:9]=2)=[C:4]([CH3:20])[CH:3]=1>CCOC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[N:12][C:11]([C:14]#[CH:15])=[CH:10][N:9]=2)=[C:4]([CH3:20])[CH:3]=1

Participants

3

Reactant 1

HCID 690630692-(4-Chloro-2-methylphenyl)-5-trimethylsilanylethynylpyrazine

Product 1

HCID 860769812-(4-Chloro-2-methylphenyl)-5-ethynylpyrazine

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The product was prepared analogously to Example 1.1c from 700 mg (2.33 mmol) of 2-(4-chloro-2-methylphenyl)-5-trimethylsilanylethynylpyrazine (40 minutes at RT, DCM as solvent). Yield: 200 mg (38% of theoretical); C13H9ClN2 (M=228.677); calc.: molpeak (M+H)+:229/231 (Cl); found: molpeak (M+H)+:229/231 (Cl); Rf value: 0.2 (silica gel, PE/EtOAc 9:1).

Sources & evidence

ORD record
ord-ced1ef60cc2c40f0ad842506ac69ad27
Source dataset
uspto-grants-2009_09
Patent number
US07592358B2

Reaction notes

Loading…