5-(Pyridin-3-yl)-3-(5-m-tolyl-4h-1,2,4-triazol-3-yl)pyrazin-2-amine → HCID 178509639, compound

HRID 2204790Notes

Reaction equation

HRID 2204790 reaction equation
N[C:2]1[CH:3]=[C:4]([C:8]2[NH:9][C:10]([C:13]3[C:14]([NH2:25])=[N:15][CH:16]=[C:17]([C:19]4[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=4)[N:18]=3)=[N:11][N:12]=2)[CH:5]=[CH:6][CH:7]=1.[N:26]1C=CC=C(C2N=C(C3NC(C4C=C(C)C=CC=4)=NN=3)C(N)=NC=2)[CH:27]=1.N1C=CC=C(C2N=C(C3NC(C4SC=CC=4)=NN=3)C(N)=NC=2)C=1>>[NH2:26][CH2:27][C:7]1[CH:6]=[CH:5][C:4]([C:8]2[NH:9][C:10]([C:13]3[C:14]([NH2:25])=[N:15][CH:16]=[C:17]([C:19]4[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=4)[N:18]=3)=[N:11][N:12]=2)=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 1784247025-(Pyridin-3-yl)-3-(5-m-tolyl-4h-1,2,4-triazol-3-yl)pyrazin-2-amineHCID 178507535HCID 178507535, compoundHCID 178508353HCID 178508353, compound

Product 1

HCID 178509639HCID 178509639, compound

Procedure

Compound I-140 3-(5-(3-aminophenyl)-4H-1,2,4-triazol-3-yl)-5-(pyridin-3-yl)pyrazin-2-amine; 1H NMR (400.0 MHz, DMSO) d 6.98-7.03 (m, 1H), 7.39 (t, J=7.8 Hz, 1H), 7.74 (s, 2H), 7.82 (dd, J=5.2, 8.1 Hz, 1H), 8.06 (s, 2H), 8.74 (dd, J=1.3, 5.2 Hz, 1H), 8.96 (d, J=7.9 Hz, 1H), 9.02 (s, 1H), 9.60 (s, 1H) and 15.03 (br s, 1H) ppm; MS (ES+) 331 Compound I-141 5-(pyridin-3-yl)-3-(5-m-tolyl-4H-1,2,4-triazol-3-yl)pyrazin-2-amine; MS (ES+) 330 Compound I-142 5-(pyridin-3-yl)-3-(5-(thiophen-2-yl)-4H-1,2,4-triazol-3-yl)pyrazin-2-amine; 1H NMR (400.0 MHz, DMSO) d 7.22 (dd, J=3.8, 4.8 Hz, 1H), 7.68-7.73 (m, 2H), 7.81 (d, J=3.0 Hz, 1H), 7.95 (s, 2H), 8.69 (dd, J=1.2, 4.9 Hz, 1H), 8.84 (d, J=6.1 Hz, 1H), 8.99 (s, 1H), 9.55 (s, 1H) and 14.96 (s, 1H) ppm; MS (ES+) 322 Compound I-143 3-(5-(3-(aminomethyl)phenyl)-4H-1,2,4-triazol-3-yl)-5-(pyridin-3-yl)pyrazin-2-amine; MS (ES+) 345

Sources & evidence

ORD record
ord-0167414a7279444989280f057994e103
Source dataset
uspto-grants-2016_06
Patent number
US09365557B2

Reaction notes

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