Potassium Carbonate → 5-Ethynylpyridin-2-amine

HRID 1405008Notes

Reaction equation

HRID 1405008 reaction equation
C[Si]([C:5]#[C:6][C:7]1[CH:8]=[CH:9][C:10]([NH2:13])=[N:11][CH:12]=1)(C)C.C([O-])([O-])=O.[K+].[K+]>CO>[C:6]([C:7]1[CH:8]=[CH:9][C:10]([NH2:13])=[N:11][CH:12]=1)#[CH:5]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 224828585-(2-(Trimethylsilyl)ethynyl)pyridin-2-amine

Product 1

HCID 219548275-Ethynylpyridin-2-amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound is synthesized according to general procedure GP3 starting from 5.5 g (29 mmol) 5-trimethylsilanylethynyl-pyridin-2-ylamine (A5) and 2.0 g (14 mmol) K2CO3 in 30 mL MeOH. The product is purified by chromatography on silica gel using a hexane/ethyl acetate gradient. Yield: 2.9 g (85%).

Workup

  1. customThe product is purified by chromatography on silica gel using a hexane/ethyl acetate gradient

Sources & evidence

ORD record
ord-28c6a3fd5d2e478c92fdf46d8b0b833e
Source dataset
uspto-grants-2014_12
Patent number
US08916548B2

Reaction notes

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