Water → HCID 9926003, compound

HRID 351623Notes

Reaction equation

HRID 351623 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:14]=[C:15]2[C:19](=[CH:20][CH:21]=1)[NH:18][N:17]=[CH:16]2.C(N(CC)CC)C.O>C(#N)C>[Cl:11][C:4]1[N:3]=[C:2]([NH:12][C:13]2[CH:14]=[C:15]3[C:19](=[CH:20][CH:21]=2)[NH:18][N:17]=[CH:16]3)[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 852392,6-Dichloro-3-nitropyridineHCID 880121H-Indazol-5-amine

Product 1

HCID 9926003HCID 9926003, compoundYield 78.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To the solution of 2,6-dichloro-3-nitropyridine (4 g) and 5-aminoindazole (2.8 g) in acetonitrile (50 ml) was added triethylamine (3.2 ml), and then the solution was reacted at 20-25° C. for 12 hr. The reaction mixture was cooled at room temperature, added H2O 30 ml slowly, and then reacted at 20° C. for 1 hr. The reaction mixture was filtered, washed with the mixture solution(15 ml) of acetonitrile: H2O=1:1 (volume ratio) and dried at 50° C. in vacuo to obtain the desired compound (4.7 g, 78%).

Workup

  1. customthe solution was reacted at 20-25° C. for 12 hr
  2. customreacted at 20° C. for 1 hr
  3. filtrationThe reaction mixture was filtered
  4. washwashed with the mixture solution(15 ml) of acetonitrile
  5. dry with materialH2O=1:1 (volume ratio) and dried at 50° C. in vacuo

Sources & evidence

ORD record
ord-50e526134105463eaa956bbf48b6d2f7
Source dataset
uspto-grants-2004_06
Patent number
US06743795B1

Reaction notes

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