3,5-Diamino-6-chloro-pyrazine acid → HCID 86669186, compound

HRID 69887Notes

Reaction equation

HRID 69887 reaction equation
[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([NH:14][C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])[CH2:9]1.[NH2:22][C:23]1[C:24]([C:31](O)=[O:32])=[N:25][C:26]([Cl:30])=[C:27]([NH2:29])[N:28]=1>>[NH2:22][C:23]1[C:24]([C:31]([NH:1][C:2]2[CH:3]=[N:4][CH:5]=[CH:6][C:7]=2[N:8]2[CH2:13][CH2:12][CH2:11][C@H:10]([NH:14][C:15](=[O:21])[O:16][C:17]([CH3:18])([CH3:20])[CH3:19])[CH2:9]2)=[O:32])=[N:25][C:26]([Cl:30])=[C:27]([NH2:29])[N:28]=1

Participants

3

Reactant 2

HCID 64521193,5-Diamino-6-chloro-pyrazine acidHCID 67130164Tert-butyl 1-(3-aminopyridin-4-yl)piperidin-3-ylcarbamate

Product 1

HCID 86669186HCID 86669186, compoundYield 57%

Procedure

Following method 11, tert-butyl 1-(3-aminopyridin-4-yl)piperidin-3-ylcarbamate was coupled to 3,5-diamino-6-chloropyrazine-2-carboxylic acid yielding (S)-tert-butyl 1-(3-(3,5-diamino-6-chloropyrazine-2-carboxamido)pyridin-4-yl)piperidin-3-ylcarbamate (57%). LCMS (m/z): 463.1 (MH+); LC Rt=2.36 min.

Sources & evidence

ORD record
ord-659da24bb02d4d0d9b201da1b4a22e30
Source dataset
uspto-grants-2014_09
Patent number
US08822497B2

Reaction notes

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