B-[3-(2-Methylpropoxy)phenyl]boronic acid → 2-Chloro-8-(3-isobutoxy-phenyl)-[1,2,4]triazolo[1,5-a]pyridine

HRID 472570Notes

Reaction equation

HRID 472570 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.[CH2:12]([O:16][C:17]1[CH:18]=[C:19](B(O)O)[CH:20]=[CH:21][CH:22]=1)[CH:13]([CH3:15])[CH3:14]>>[Cl:11][C:9]1[N:10]=[C:3]2[C:2]([C:21]3[CH:20]=[CH:19][CH:18]=[C:17]([O:16][CH2:12][CH:13]([CH3:15])[CH3:14])[CH:22]=3)=[CH:7][CH:6]=[CH:5][N:4]2[N:8]=1

Participants

3

Reactant 2

HCID 16217826B-[3-(2-Methylpropoxy)phenyl]boronic acidHCID 674813708-Bromo-2-chloro-[1,2,4]triazolo[1,5-a]pyridine

Product 1

HCID 674791502-Chloro-8-(3-isobutoxy-phenyl)-[1,2,4]triazolo[1,5-a]pyridine

Procedure

2-Chloro-8-(3-isobutoxy-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 3-isobutoxyphenylboronic acid in a manner analogous to Example 2c (0.39 g, 60%). MS=302 (MH)+.

Sources & evidence

ORD record
ord-8ff329d9798847ca8d0e65a7da3e0ef5
Source dataset
uspto-grants-2014_01
Patent number
US08633173B2

Reaction notes

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