Water → HCID 22714226, compound

HRID 351626Notes

Reaction equation

HRID 351626 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([O:11][CH3:12])[N:3]=1.[NH2:13][C:14]1[CH:22]=[C:21]2[C:17]([CH:18]=[N:19][NH:20]2)=[CH:16][CH:15]=1.C(N(CC)CC)C.O>CO>[NH:20]1[C:21]2[C:17](=[CH:16][CH:15]=[C:14]([NH:13][C:2]3[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([O:11][CH3:12])[N:3]=3)[CH:22]=2)[CH:18]=[N:19]1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 814231H-Indazol-6-amineHCID 27950292-Chloro-6-methoxy-3-nitropyridine

Product 1

HCID 22714226HCID 22714226, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To the solution of 2-chloro-6-methoxy-3-nitropyridine (5 g) and 6-aminoindazole (3.9 g) in methanol (60 ml) was added triethylamine (4.1 ml), and then the solution was reacted at 55-60° C. for 14 hr. The reaction mixture was cooled at room temperature, added H2O 30 mi slowly at 25° C., and then stirred for 0.5 hr. The reaction mixture was filtered, washed with 50% aqueous methanol solution (15 ml) and obtained a solid product. The solid product was dried at 50° C. in vacuo to obtain the desired compound (6.8 g, 90%).

Workup

  1. customthe solution was reacted at 55-60° C. for 14 hr
  2. filtrationThe reaction mixture was filtered
  3. washwashed with 50% aqueous methanol solution (15 ml)
  4. customobtained a solid product
  5. customThe solid product was dried at 50° C. in vacuo

Sources & evidence

ORD record
ord-0aded728281f4771a5e05f70ec143fa8
Source dataset
uspto-grants-2004_06
Patent number
US06743795B1

Reaction notes

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