4-Bromo-2,6-diaminopyridine → 7-Bromo-2-(5-methoxy-thiophen-2-yl)-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine

HRID 277076Notes

Reaction equation

HRID 277076 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([NH2:8])[N:5]=[C:4]([NH2:9])[CH:3]=1.C1(C)C=C(C)C=C(C)C=1S(O[NH2:22])(=O)=O.[CH3:24][O:25][C:26]1[S:30][C:29]([CH:31]=O)=[CH:28][CH:27]=1>>[Br:1][C:2]1[CH:7]=[C:6]([NH2:8])[N:5]2[N:22]=[C:31]([C:29]3[S:30][C:26]([O:25][CH3:24])=[CH:27][CH:28]=3)[N:9]=[C:4]2[CH:3]=1

Participants

4

Reactant 3

HCID 114353934-Bromo-2,6-diaminopyridineHCID 11830845O-(2,4,6-Trimethylbenzenesulfonyl)hydroxylamineHCID 159373895-Methoxythiophene-2-carbaldehyde

Product 1

HCID 183136907-Bromo-2-(5-methoxy-thiophen-2-yl)-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine

Procedure

The title compound, MS m/e (%): 325 (M+, 100), was prepared in accordance with the general method of example 63 from 4-bromo-pyridine-2,6-diamine, O-mesitylene-sulfonylhydroxylamine, and 5-methoxy-thiophene-2-carbaldehyde. The purification was performed with reversed phase HPLC eluting with an acetonitrile/water gradient.

Sources & evidence

ORD record
ord-869447ba422149a5a9bb5306886a90c0
Source dataset
uspto-grants-2002_03
Patent number
US06355653B1

Reaction notes

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