Réaction #1994317

Équation de réaction

2-(3-chloro-pyridin-2-yl)-5-methoxy-2H-pyrazole-3-carboxylic acid

acetonitrile

6-amino-5-methyl-1H-indazole-7-carboxylic acid

mesylchloride

→

title compound

7-[2-(3-chloro-pyridin-2-yl)-5-methoxy-2H-pyrazol-3-yl]-5-methyl-1H-8-oxa-1,2,6-triaza-benz[e]inden-9-one

Solvants

pyridine

Conditions de réaction

Traitement

1. 1
   ConcentrationThe reaction mixture was concentrated in vacuo
2. 2
   workup.STIRRINGstirred for 15 min
3. 3
   FiltrationThe resulting yellow suspension was filtrated
4. 4
   LavageThe filtercake was washed sequentially with water and heptane/AcOEt 2:1
5. 5
   Autredried

Mode opératoire

To a solution of 2-(3-chloro-pyridin-2-yl)-5-methoxy-2H-pyrazole-3-carboxylic acid (40 g, 157 mmol) and acetonitrile (1000 mL) was added 6-amino-5-methyl-1H-indazole-7-carboxylic acid (30 g, 157 mmol). To the resulting brown suspension were added sequentially pyridine (57 mL, 706 mml) and dropwise mesylchloride (43 mL, 549 mmol). The reaction mixture was stirred for 6 h at 50° C. and 15 hours at ambient temperature. The reaction mixture was concentrated in vacuo. The residue was suspended in water and stirred for 15 min. The resulting yellow suspension was filtrated. The filtercake was washed sequentially with water and heptane/AcOEt 2:1 and dried to afford the title compound as beige powder, which was submitted to the next step without further purification. LC/MS: 409 (M+H)+.

Source