2,3-Dichloropyridine → 1-(3-Chloropyridin-2-yl)-3-methylpiperazine

HRID 404559Notes

Reaction equation

HRID 404559 reaction equation
C[Si](C)(C)C1C=C(C=CC=1)N.Cl[C:13]1[C:18]([Cl:19])=[CH:17][CH:16]=[CH:15][N:14]=1.[CH3:20][C@@H:21]1[CH2:26][NH:25][CH2:24][CH2:23][NH:22]1>>[Cl:19][C:18]1[C:13]([N:25]2[CH2:24][CH2:23][NH:22][CH:21]([CH3:20])[CH2:26]2)=[N:14][CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 3

HCID 169882,3-DichloropyridineHCID 73304342-Methylpiperazine, (R)-HCID 124888833-(Trimethylsilyl)aniline

Product 1

HCID 227275611-(3-Chloropyridin-2-yl)-3-methylpiperazineYield 86.8%

Procedure

More specifically, compound 1 is 2,3-dichloro pyridine (2 g); compound 2 is (R)-2-methyl-piperazine; the synthesized compound 3 is 1-(3-chloro-2-pyridyl)-3-methyl-piperazine (8 g, yield 86.8%). From p-dimethyl(vinyl)silyl phenyl isocynate (compound 7c, 200 mg), it gave about 250 mg of compound A-15 (yield about 61.2%).

Sources & evidence

ORD record
ord-1d5688810f9247e780dff49fd24272b9
Source dataset
uspto-grants-2014_06
Patent number
US08748610B2

Reaction notes

Loading…