Pyridine → HCID 23003150, compound

HRID 396121Notes

Reaction equation

HRID 396121 reaction equation
Cl[C:2]1[N:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[NH2:12][C:13]1[CH:21]=[C:20]2[C:16]([CH:17]=[N:18][NH:19]2)=[CH:15][CH:14]=1.N1C=CC=CC=1>CO>[NH:19]1[C:20]2[C:16](=[CH:15][CH:14]=[C:13]([NH:12][C:2]3[N:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=3[C:4]([OH:6])=[O:5])[CH:21]=2)[CH:17]=[N:18]1

Participants

5

Reactant 3

HCID 1049PyridineHCID 814231H-Indazol-6-amineHCID 1217242-Chloro-6-methylnicotinic acid

Product 1

HCID 23003150HCID 23003150, compoundYield 85.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To the solution of 2-chloro-6-methylnicotinic acid 10 g and 6-aminoindazole 8.6 g in methanol 100 ml was added pyridine 9.5 ml, and then the solution was refluxed for 3 days. The reaction mixture was cooled, added H20 30 ml slowly at 20° C., and then stirred for 2 hr. The reaction mixture was filtered and the obtained solid was washed with methaol 20 ml. The desired compound (13.3 g, yield 85%) was obtained by drying of the solid product at 40˜50° C. in vacuo.

Workup

  1. temperaturethe solution was refluxed for 3 days
  2. temperatureThe reaction mixture was cooled
  3. filtrationThe reaction mixture was filtered
  4. washthe obtained solid was washed with methaol 20 ml

Sources & evidence

ORD record
ord-8e42838fbb1a4491a5f5de9f48a8b659
Source dataset
uspto-grants-2003_08
Patent number
US06608058B2

Reaction notes

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