B-(5-Chloro-2-propoxyphenyl)boronic acid → 2-Chloro-8-(5-chloro-2-propoxy-phenyl)-[1,2,4]triazolo[1,5-a]pyridine

HRID 472576Notes

Reaction equation

HRID 472576 reaction equation
Br[C:2]1[C:3]2[N:4]([N:8]=[C:9]([Cl:11])[N:10]=2)[CH:5]=[CH:6][CH:7]=1.[Cl:12][C:13]1[CH:14]=[CH:15][C:16]([O:22][CH2:23][CH2:24][CH3:25])=[C:17](B(O)O)[CH:18]=1>>[Cl:11][C:9]1[N:10]=[C:3]2[C:2]([C:15]3[CH:14]=[C:13]([Cl:12])[CH:18]=[CH:17][C:16]=3[O:22][CH2:23][CH2:24][CH3:25])=[CH:7][CH:6]=[CH:5][N:4]2[N:8]=1

Participants

3

Reactant 2

HCID 16217680B-(5-Chloro-2-propoxyphenyl)boronic acidHCID 674813708-Bromo-2-chloro-[1,2,4]triazolo[1,5-a]pyridine

Product 1

HCID 674790952-Chloro-8-(5-chloro-2-propoxy-phenyl)-[1,2,4]triazolo[1,5-a]pyridine

Procedure

2-Chloro-8-(5-chloro-2-propoxy-phenyl)-[1,2,4]triazolo[1,5-a]pyridine was prepared from 8-bromo-2-chloro-[1,2,4]triazolo[1,5-a]pyridine and 5-chloro-2-propoxyphenylboronic acid in a manner analogous to Example 2c (0.46 g, 66%). MS=323 (MH)+.

Sources & evidence

ORD record
ord-bd40a282dc174c5683b7b4164d128c4c
Source dataset
uspto-grants-2014_01
Patent number
US08633173B2

Reaction notes

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