5-Aminopyrazine-2-carbonitrile → N-(5-cyanopyrazin-2-yl)-7-(dimethoxymethyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxamide

HRID 1777848Notes

Reaction equation

HRID 1777848 reaction equation
[CH3:1][O:2][CH:3]([O:23][CH3:24])[C:4]1[N:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][N:11]2[C:14]([O:16]C2C=CC=CC=2)=O)=[CH:6][CH:5]=1.[NH2:25][C:26]1[N:27]=[CH:28][C:29]([C:32]#[N:33])=[N:30][CH:31]=1>>[C:32]([C:29]1[N:30]=[CH:31][C:26]([NH:25][C:14]([N:11]2[C:12]3[C:7](=[CH:6][CH:5]=[C:4]([CH:3]([O:2][CH3:1])[O:23][CH3:24])[N:13]=3)[CH2:8][CH2:9][CH2:10]2)=[O:16])=[N:27][CH:28]=1)#[N:33]

Participants

3

Reactant 2

HCID 139252945-Aminopyrazine-2-carbonitrileHCID 118037161phenyl 7-(dimethoxymethyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxylate

Product 1

HCID 118036535N-(5-cyanopyrazin-2-yl)-7-(dimethoxymethyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxamide

Procedure

From intermediate 3 and 5-aminopyrazine-2-carbonitrile, reacted in an analogous manner to the preparation of intermediate 2. (UPLC-MS 1) tR 1.08 min, ESI-MS 355.3 [M+H]+.

Sources & evidence

ORD record
ord-265ef4a36a9a4c5aa5a308d173d1ba97
Source dataset
uspto-grants-2016_02
Patent number
US09266883B2

Reaction notes

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