2-Methylpiperazine, (R)- → N-{5-Chloro-6-[(3R)-3-methyl-piperazin-1-yl]-pyridin-3-ylmethyl}-acetamide

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][NH:10][C:11](=[O:13])[CH3:12])[CH:5]=[N:6][C:7]=1Cl.[CH3:14][C@@H:15]1[CH2:20][NH:19][CH2:18][CH2:17][NH:16]1>>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][NH:10][C:11](=[O:13])[CH3:12])[CH:5]=[N:6][C:7]=1[N:19]1[CH2:18][CH2:17][NH:16][C@H:15]([CH3:14])[CH2:20]1

Participants

Reactant 2

HCID 73304342-Methylpiperazine, (R)-

HCID 19959722N-(5,6-Dichloro-pyridin-3-ylmethyl)-acetamide

Product 1

HCID 67401815N-{5-Chloro-6-[(3R)-3-methyl-piperazin-1-yl]-pyridin-3-ylmethyl}-acetamide

Procedure

A mixture of N-(5,6-dichloro-pyridin-3-ylmethyl)-acetamide from step (d) above (250 mg, 1.14 mmol) and (R)-(−)-2-methyl-piperazine (126 mg, 1.26 mmol, Aldrich) reacted under the conditions of Example 3a to give the title compound. MS (ESI, pos. ion) m/z: 283 (M+1).

Workup

customreacted under the conditions of Example 3a

Sources & evidence

ORD record: ord-402a088df749452e8f7cacb644a5ece6
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07582761B2

Reaction notes

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