Potassium Carbonate → 5-Ethynyl-6-methylpyridin-2-amine

HRID 471407

Reaction equation

HRID 471407 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[C:9]#[C:10][Si](C)(C)C.C([O-])([O-])=O.[K+].[K+]>CO>[C:9]([C:3]1[CH:4]=[CH:5][C:6]([NH2:8])=[N:7][C:2]=1[CH3:1])#[CH:10]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 592552326-Methyl-5-trimethylsilanylethynyl-pyridin-2-ylamine

Product 1

HCID 552859385-Ethynyl-6-methylpyridin-2-amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound is synthesized according to general procedure GP3 starting from 4.3 g (21.0 mmol) 6-methyl-5-trimethylsilanylethynyl-pyridin-2-ylamine and 1.5 g (10.5 mmol) K2CO3 in 30 mL MeOH. The product is purified by chromatography on silica gel using a DCM/MeOH gradient. Yield: 3.6 g.

Workup

  1. customThe product is purified by chromatography on silica gel using a DCM/MeOH gradient

Sources & evidence

ORD record
ord-58497208515045d296a66d57ed8c6e9d
Source dataset
uspto-grants-2014_01
Patent number
US08633183B2

Linked notes

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