Water → HCID 22714234, compound

HRID 351624Notes

Reaction equation

HRID 351624 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:11])[N:3]=1.[NH2:12][C:13]1[CH:21]=[C:20]2[C:16]([CH:17]=[N:18][NH:19]2)=[CH:15][CH:14]=1.C(N(CC)CC)C.O>C(#N)C>[Cl:11][C:4]1[N:3]=[C:2]([NH:12][C:13]2[CH:21]=[C:20]3[C:16]([CH:17]=[N:18][NH:19]3)=[CH:15][CH:14]=2)[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 814231H-Indazol-6-amineHCID 852392,6-Dichloro-3-nitropyridine

Product 1

HCID 22714234HCID 22714234, compoundYield 73.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To the solution of 2,6-dichloro-3-nitropyridine (4 g) and 6-aminoindazole (2.8 g) in acetonitrile (50 ml) was added triethylamine (3.2 ml), and then the solution was reacted at 35-40° C. for 12 hr. The reaction mixture was cooled at room temperature with slowly adding H2O (20 ml), and then reacted at 20-25° C. for 1 hr. The reaction mixture was filtered, washed with acetonitrile (6 ml) and H2O (15 ml), and then dried at 50° C. in vacuo to obtain the desired compound (4.4 g, 73%).

Workup

  1. customthe solution was reacted at 35-40° C. for 12 hr
  2. customreacted at 20-25° C. for 1 hr
  3. filtrationThe reaction mixture was filtered
  4. washwashed with acetonitrile (6 ml) and H2O (15 ml)
  5. customdried at 50° C. in vacuo

Sources & evidence

ORD record
ord-97ecdafe66594d0489dce37781bc5739
Source dataset
uspto-grants-2004_06
Patent number
US06743795B1

Reaction notes

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