6-Bromo-[1,2,4]triazolo[4,3-a]pyridine → 8-([1,2,4]Triazolo[4,3-a]pyridin-6-yl)-4-amino-7-methylcinnoline-3-carboxamide

HRID 2203236Notes

Reaction equation

HRID 2203236 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[N:9][N:10]=2)[CH:7]=1.[NH2:11][C:12]1[C:21]2[C:16](=[C:17](Br)[C:18]([CH3:22])=[CH:19][CH:20]=2)[N:15]=[N:14][C:13]=1[C:24]([NH2:26])=[O:25]>>[N:10]1[N:9]=[CH:8][N:6]2[CH:7]=[C:2]([C:17]3[C:18]([CH3:22])=[CH:19][CH:20]=[C:21]4[C:16]=3[N:15]=[N:14][C:13]([C:24]([NH2:26])=[O:25])=[C:12]4[NH2:11])[CH:3]=[CH:4][C:5]=12

Participants

3

Reactant 2

HCID 177500186-Bromo-[1,2,4]triazolo[4,3-a]pyridineHCID 898252134-Amino-8-bromo-7-methylcinnoline-3-carboxamide

Product 1

HCID 898266968-([1,2,4]Triazolo[4,3-a]pyridin-6-yl)-4-amino-7-methylcinnoline-3-carboxamide

Procedure

The title compound was prepared in a manner similar to EXAMPLE 96 using 6-bromo-[1,2,4]triazolo[4,3-a]pyridine and 4-amino-8-bromo-7-methylcinnoline-3-carboxamide. 1H NMR (400 MHz, CD3OD) δ ppm 2.45 (s, 3 H), 7.45 (d, J=9.35 Hz, 1 H), 7.78 (d, J=8.84 Hz, 1 H), 7.92 (d, J=9.60 Hz, 1 H), 8.34 (d, J=8.84 Hz, 1 H), 8.56 (s, 1 H), 9.25 (s, 1 H); ESI-MS m/z [M+H]+ 320.1.

Sources & evidence

ORD record
ord-38da3f492d554c3d8d32c02e2968cb77
Source dataset
uspto-grants-2016_06
Patent number
US09365566B2

Reaction notes

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