3,5-Dibromo-1-methylpyridin-2(1H)-one → 5-Bromo-1-methyl-3-(1-methyl-1H-1,2,3-triazol-4-ylamino)pyridin-2(1H)-one

HRID 593078Notes

Reaction equation

HRID 593078 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([NH2:7])[N:4]=[N:3]1.Br[C:9]1[C:10](=[O:17])[N:11]([CH3:16])[CH:12]=[C:13]([Br:15])[CH:14]=1>>[Br:15][C:13]1[CH:14]=[C:9]([NH:7][C:5]2[N:4]=[N:3][N:2]([CH3:1])[CH:6]=2)[C:10](=[O:17])[N:11]([CH3:16])[CH:12]=1

Participants

3

Reactant 2

HCID 36143503,5-Dibromo-1-methylpyridin-2(1H)-oneHCID 145364341-methyl-1H-1,2,3-triazol-4-amine

Product 1

HCID 866840445-Bromo-1-methyl-3-(1-methyl-1H-1,2,3-triazol-4-ylamino)pyridin-2(1H)-oneYield 52.5%

Procedure

Following the procedure in Example 130c, and starting with 293b (500 mg, 5.10 mmol, 1.0 eq.) and 3,5-dibromo-1-methylpyridin-2(1H)-one (2.04 g, 7.65 mmol, 1.5 eq.) afforded 293c as a yellow solid (760 mg, 52%). MS-ESI: [M+H]+ 283.9.

Sources & evidence

ORD record
ord-2b3a09404bb6459a9f76fe7056a87025
Source dataset
uspto-grants-2016_01
Patent number
US09238655B2

Reaction notes

Loading…