5-((4-Ethylpiperazin-1-yl)methyl)pyridin-2-amine hydrochloride → HCID 44512873, compound

HRID 43127Notes

Reaction equation

HRID 43127 reaction equation
[CH3:1][O:2][C:3]1[C:4]([CH3:23])=[C:5]([C:10]2[C:19]3[N:18]=[CH:17][CH:16]=[N:15][C:14]=3[C:13]([C:20](O)=[O:21])=[CH:12][CH:11]=2)[CH:6]=[C:7]([CH3:9])[CH:8]=1.Cl.[CH2:25]([N:27]1[CH2:32][CH2:31][N:30]([CH2:33][C:34]2[CH:35]=[CH:36][C:37]([NH2:40])=[N:38][CH:39]=2)[CH2:29][CH2:28]1)[CH3:26]>>[CH2:25]([N:27]1[CH2:28][CH2:29][N:30]([CH2:33][C:34]2[CH:35]=[CH:36][C:37]([NH:40][C:20]([C:13]3[C:14]4[N:15]=[CH:16][CH:17]=[N:18][C:19]=4[C:10]([C:5]4[CH:6]=[C:7]([CH3:9])[CH:8]=[C:3]([O:2][CH3:1])[C:4]=4[CH3:23])=[CH:11][CH:12]=3)=[O:21])=[N:38][CH:39]=2)[CH2:31][CH2:32]1)[CH3:26]

Participants

3

Reactant 2

HCID 669145365-((4-Ethylpiperazin-1-yl)methyl)pyridin-2-amine hydrochlorideHCID 669145898-(3-Methoxy-2,5-dimethyl-phenyl)quinoxaline-5-carboxylic acid

Product 1

HCID 44512873HCID 44512873, compound

Procedure

The title compound was prepared in analogy to the procedure described in Step 14.1 but using 8-(3-methoxy-2,5-dimethyl-phenyl)-quinoxaline-5-carboxylic acid (Step 97.1), 5-(4-ethyl-piperazin-1-ylmethyl)-pyridin-2-ylamine hydrochloride (Step 26.1) and stirring the reaction mixture for 24 h at rt. The crude product was purified by silica gel column chromatography (DCM/MeOH/NH3aq, 94:5:1). Title compound: ESI-MS: 511.1 [M+H]+; tR=3.75 min (System 1); TLC: Rf=0.29 (DCM/MeOH/NH3aq, 94:5:1).

Workup

  1. customThe crude product was purified by silica gel column chromatography (DCM/MeOH/NH3aq, 94:5:1)

Sources & evidence

ORD record
ord-8df6a87c662947a4ad48abb7a083ab46
Source dataset
uspto-grants-2013_09
Patent number
US08536175B2

Reaction notes

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