3-Amino-6-[3-(hydroxymethyl)phenyl]pyrazine-2-carbonitrile → HCID 178462543, compound

HRID 646736Notes

Reaction equation

HRID 646736 reaction equation
[NH2:1][C:2]1[C:3]([C:16]#[N:17])=[N:4][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][OH:15])[CH:9]=2)=[CH:6][N:7]=1.[CH2:18]([N:20]1[CH2:25][CH2:24][CH2:23][CH:22]([C:26]([NH:28][NH2:29])=O)[CH2:21]1)[CH3:19]>>[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([CH2:14][OH:15])[CH:11]=[CH:12][CH:13]=2)=[N:4][C:3]=1[C:16]1[NH:17][C:26]([CH:22]2[CH2:23][CH2:24][CH2:25][N:20]([CH2:18][CH3:19])[CH2:21]2)=[N:28][N:29]=1

Participants

3

Reactant 2

HCID 587105723-Amino-6-[3-(hydroxymethyl)phenyl]pyrazine-2-carbonitrileHCID 686510921-Ethyl piperidine-3-carbohydrazide

Product 1

HCID 178462543HCID 178462543, compound

Procedure

(3-{5-amino-6-[5-(1-ethylpiperidin-3-yl)-4H-1,2,4-triazol-3-yl]pyrazin-2-yl}phenyl) methanol was prepared from 3-amino-6-[3-(hydroxymethyl) phenyl]pyrazine-2-carbonitrile and 1-ethyl piperidine-3-carbohydrazide in a manner analogous to that described in the previous example: 1H NMR (400 MHz; DMSO-d6): 8.8 (s, 1H); 8.15 (s, 1H); 8.15 (s, 1H); 8.07 (d, 1H); 7.7 (br s, 1H); 7.47 (t, 1H); 7.4 (t, 1H); 5.25 (t, 1H); 4.6 (d, 2H); 3.1-2.9 (m, 3H); 2.4 (m, 2H); 2.2-1.9 (m, 3H); 1.8-1.6 1 (m, 3H); 1.04 (t, 3H); MS (EI) for C20H25N7O: 380 (MH+).

Sources & evidence

ORD record
ord-c8afe25f2a844a49b24bded05b10a03f
Source dataset
uspto-grants-2010_04
Patent number
US07704995B2

Reaction notes

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