6-Bromoimidazo[1,5-a]pyridine → HCID 89826659, compound

HRID 2203237Notes

Reaction equation

HRID 2203237 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[N:9][CH: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]>>[NH2:11][C:12]1[C:21]2[C:16](=[C:17]([C:2]3[CH:3]=[CH:4][C:5]4[N:6]([CH:8]=[N:9][CH:10]=4)[CH:7]=3)[C:18]([CH3:22])=[CH:19][CH:20]=2)[N:15]=[N:14][C:13]=1[C:24]([NH2:26])=[O:25]

Participants

3

Reactant 2

HCID 594428626-Bromoimidazo[1,5-a]pyridineHCID 898252134-Amino-8-bromo-7-methylcinnoline-3-carboxamide

Product 1

HCID 89826659HCID 89826659, compound

Procedure

The title compound was prepared in a manner similar to EXAMPLE 96 using 6-bromoimidazo[1,5-a]pyridine and 4-amino-8-bromo-7-methylcinnoline-3-carboxamide. 1H NMR (400 MHz, CD3OD) δ ppm 2.45 (s, 3 H), 6.77 (dd, J=9.22, 1.39 Hz, 1 H), 7.47 (s, 1 H), 7.72 (d, J=9.09 Hz, 1 H), 7.67 (d, J=9.35 Hz, 1 H), 8.10-8.32 (m, 2 H), 8.37 (s, 1 H); ESI-MS m/z [M+H]+ 319.2.

Sources & evidence

ORD record
ord-7602ee64f9c244a193e8852ffe70571d
Source dataset
uspto-grants-2016_06
Patent number
US09365566B2

Reaction notes

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