1,3,5-Trimethylpyrazole-4-boronic acid → 5-cyano-6-(1,3,5-trimethyl-1H-pyrazol-4-yl)-pyridine-2-carboxylic acid methyl ester

HRID 1909073Notes

Reaction equation

HRID 1909073 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#[N:12])=[C:7](Cl)[N:6]=1)=[O:4].[CH3:14][N:15]1[C:19]([CH3:20])=[C:18](B(O)O)[C:17]([CH3:24])=[N:16]1>>[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#[N:12])=[C:7]([C:18]2[C:17]([CH3:24])=[N:16][N:15]([CH3:14])[C:19]=2[CH3:20])[N:6]=1)=[O:4]

Participants

3

Reactant 2

HCID 111711001,3,5-Trimethylpyrazole-4-boronic acidHCID 53302036Methyl 6-chloro-5-cyanopicolinate

Product 1

HCID 665998845-cyano-6-(1,3,5-trimethyl-1H-pyrazol-4-yl)-pyridine-2-carboxylic acid methyl ester

Procedure

The title compound may be prepared from 6-chloro-5-cyano-pyridine-2-carboxylic acid methyl ester by reaction with 1,3,5-trimethylpyrazol-4-ylboronic acid under Suzuki reaction conditions as described in the previous examples.

Sources & evidence

ORD record
ord-06d9ca30e6514c9f8d9b491fd4fbd682
Source dataset
uspto-grants-2013_12
Patent number
US08598217B2

Reaction notes

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