Reaction #502106

Reaction equation

1H-indazole-3-carboxylic acid

N,O-dimethylhydroxylamine hydrochloride

1-(3-dimethylaminopropyl)-3-ethylcarbodiimide

pyridine

→

compound

Yield 69.1%

N-Methoxy-N-methyl-1H-indazole-3-carboxamide

Yield 69.1%

Solvents

tetrahydrofuran

Conditions

Workup

1. 1
   ConcentrationThe mixture is concentrated
2. 2
   OtherThe yellow precipitate obtained
3. 3
   Washis washed with water
4. 4
   Otherdried under reduced pressure

Procedure

In a round-bottomed flask, 4.0 g of 1H-indazole-3-carboxylic acid, 2.6 g of N,O-dimethylhydroxylamine hydrochloride, 9.4 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide and 8.4 ml of pyridine are placed in 120 ml of tetrahydrofuran. The mixture is stirred at ambient temperature for 20 h. The mixture is concentrated and the residue is taken up in water. The yellow precipitate obtained is washed with water and then dried under reduced pressure. 3.5 g of compound are obtained.

Source