4-Pyridineethanamine → N-(3-(2-chloropyrimidin-4-yl)benzyl)-2-(pyridine-4-yl)ethanamine

Reaction equation

[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=2)[CH:11]=O)[CH:5]=[CH:4][N:3]=1.[N:16]1[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][NH2:24])=[CH:18][CH:17]=1>>[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=2)[CH2:11][NH:24][CH2:23][CH2:22][C:19]2[CH:20]=[CH:21][N:16]=[CH:17][CH:18]=2)[CH:5]=[CH:4][N:3]=1

Participants

Reactant 2

HCID 832754-Pyridineethanamine

HCID 249019653-(2-Chloro-pyrimidin-4-yl)-benzaldehyde

Product 1

HCID 86603257N-(3-(2-chloropyrimidin-4-yl)benzyl)-2-(pyridine-4-yl)ethanamine

Procedure

Intermediate 1 was coupled with 2-pyridin-4-yl-ethylamine following procedure B. LC-MS showed the product had the expected M+H+ of 325.

Sources & evidence

ORD record: ord-850b7026eb1e4b538480ecbe00de5cfe
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07732444B2

Reaction notes

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