Water → HCID 22714230, compound

HRID 351625Notes

Reaction equation

HRID 351625 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:15]=[C:16]2[C:20](=[CH:21][CH:22]=1)[NH:19][N:18]=[CH:17]2.C(N(CC)CC)C.O>CO>[NH:19]1[C:20]2[C: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][CH:21]=2)[CH:17]=[N:18]1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 880121H-Indazol-5-amineHCID 27950292-Chloro-6-methoxy-3-nitropyridine

Product 1

HCID 22714230HCID 22714230, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To the solution of 2-chloro-6-methoxy-3-nitropyridine (5 g) and 5-aminoindazole (3.7 g) in methanol (60 ml) was added triethylamine (4.1 ml), and then the solution was reacted at 25-30° C. for 5 hr. The reaction mixture was cooled at room temperature with slowly adding H2O (30 ml), and then stirred for 0.5 hr. The reaction mixture was filtered, washed with methanol (10 ml), obtained a solid product. The solid product was dried at 50° C. in vacuo to obtain the desired compound (6.5 g, 86%).

Workup

  1. customthe solution was reacted at 25-30° C. for 5 hr
  2. filtrationThe reaction mixture was filtered
  3. washwashed with methanol (10 ml)
  4. customobtained a solid product
  5. customThe solid product was dried at 50° C. in vacuo

Sources & evidence

ORD record
ord-34535834f54d49e79b64162f452ac4b2
Source dataset
uspto-grants-2004_06
Patent number
US06743795B1

Reaction notes

Loading…