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

HRID 404553Notes

Reaction equation

HRID 404553 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 93.2%

Procedure

Compound A-02 can be synthesized according to method 1. Just R1, R2, and R3 of Scheme 1 are respectively —Cl, -Me and p-SiMe3. More specifically, compound 1 is 2,3-dichloro-pyridine (6 g), compound 2 is (R)-2-methylpiperazine, the synthesized compound 3 is 1-(3-chloro-2-pyridyl)-3-methyl-piperazine (38 g, yield about 93.2%).

Workup

  1. customCompound A-02 can be synthesized

Sources & evidence

ORD record
ord-f385eba5336f4f4f9df03d7c1747a478
Source dataset
uspto-grants-2014_06
Patent number
US08748610B2

Reaction notes

Loading…