2-Methoxyethylamine → N-((3-chloropyrazin-2-yl)methyl)-4-(2-methoxyethylamino)cyclohexanecarboxamide

HRID 245678Notes

Reaction equation

[Cl:1][C:2]1[C:3]([CH2:8][NH:9][C:10]([CH:12]2[CH2:17][CH2:16][C:15](=O)[CH2:14][CH2:13]2)=[O:11])=[N:4][CH:5]=[CH:6][N:7]=1.[CH3:19][O:20][CH2:21][CH2:22][NH2:23]>>[Cl:1][C:2]1[C:3]([CH2:8][NH:9][C:10]([CH:12]2[CH2:17][CH2:16][CH:15]([NH:23][CH2:22][CH2:21][O:20][CH3:19])[CH2:14][CH2:13]2)=[O:11])=[N:4][CH:5]=[CH:6][N:7]=1

Participants

Reactant 2

HCID 80182-Methoxyethylamine

HCID 86674630N-((3-chloropyrazin-2-yl)methyl)-4-oxocyclohexanecarboxamide

Product 1

HCID 86674642N-((3-chloropyrazin-2-yl)methyl)-4-(2-methoxyethylamino)cyclohexanecarboxamideYield 94.2%

Procedure

Using the procedure described in example 7 step 7a N-((3-chloropyrazin-2-yl)methyl)-4-oxocyclo-hexanecarboxamide (1 g) and 2-methoxyethanamine (0.281 g) gave N-((3-chloropyrazin-2-yl)methyl)-4-(2-methoxyethylamino)cyclohexanecarboxamide (1.15 g, mixture of cis and trans).

Sources & evidence

ORD record: ord-860ebcd832474f999fa404fcf2de3e9e
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08658794B2

Reaction notes

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