4-(Piperidin-1-yl)pyridin-3-amine → 3,5-diamino-6-chloro-N-(4-(piperidin-1-yl)pyridin-3-yl)pyrazine-2-carboxamide

HRID 69886Notes

Reaction equation

HRID 69886 reaction equation
[N:1]1([C:7]2[CH:12]=[CH:11][N:10]=[CH:9][C:8]=2[NH2:13])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:14][C:15]1[C:16]([C:23](O)=[O:24])=[N:17][C:18]([Cl:22])=[C:19]([NH2:21])[N:20]=1>>[NH2:14][C:15]1[C:16]([C:23]([NH:13][C:8]2[CH:9]=[N:10][CH:11]=[CH:12][C:7]=2[N:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)=[O:24])=[N:17][C:18]([Cl:22])=[C:19]([NH2:21])[N:20]=1

Participants

3

Reactant 2

HCID 3486384-(Piperidin-1-yl)pyridin-3-amineHCID 64521193,5-Diamino-6-chloro-pyrazine acid

Product 1

HCID 866691853,5-diamino-6-chloro-N-(4-(piperidin-1-yl)pyridin-3-yl)pyrazine-2-carboxamideYield 76%

Procedure

Following method 11, 4-(piperidin-1-yl)pyridin-3-amine was coupled to 3,5-diamino-6-chloropyrazine-2-carboxylic acid yielding 3,5-diamino-6-chloro-N-(4-(piperidin-1-yl)pyridin-3-yl)pyrazine-2-carboxamide (76%). LCMS (m/z): 347.8 (MH+); LC Rt=2.17 min.

Sources & evidence

ORD record
ord-af38a5590b224de7a50c26858eb0f239
Source dataset
uspto-grants-2014_09
Patent number
US08822497B2

Reaction notes

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