Potassium Carbonate → 5-broMo-2-(1,3-oxazol-5-yl)pyridine

HRID 2120111Notes

Reaction equation

HRID 2120111 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]=[O:9])=[N:6][CH:7]=1.S([CH2:20][N+:21]#[C-:22])(C1C=CC(C)=CC=1)(=O)=O.C(=O)([O-])[O-].[K+].[K+]>CO>[O:9]1[C:8]([C:5]2[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][N:6]=2)=[CH:22][N:21]=[CH:20]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 161915Tosylmethyl isocyanideHCID 98775625-Bromopyridine-2-carbaldehyde

Product 1

HCID 234385985-broMo-2-(1,3-oxazol-5-yl)pyridine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 5.4 ml of methanol was dissolved 200 mg of 5-bromo-2-formyl pyridine (5-bromo-2-pyridinyl aldehyde) which was then reacted with 231 mg of tosylmethylisocyanide for 3 hours in the presence of 178 mg of potassium carbonate under reflux. After completion of the reaction, the same post-treatment as in Preparation Example 13 was carried out to obtain the title compound. 204 mg.

Workup

  1. temperatureunder reflux
  2. customAfter completion of the reaction
  3. customthe same post-treatment as in Preparation Example 13

Sources & evidence

ORD record
ord-bfc06166e83b45df910b63412bc42684
Source dataset
uspto-grants-2004_02
Patent number
US06689779B2

Reaction notes

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