1H-Indazol-6-amine → HCID 22646658, compound

HRID 393630Notes

Reaction equation

HRID 393630 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][CH:3]=1.[NH2:16][C:17]1[CH:25]=[C:24]2[C:20]([CH:21]=[N:22][NH:23]2)=[CH:19][CH:18]=1>CN(C=O)C>[ClH:1].[CH3:13][O:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][C:8]=1[O:14][CH3:15])[N:5]=[CH:4][CH:3]=[C:2]2[NH:16][C:17]1[CH:25]=[C:24]2[C:20]([CH:21]=[N:22][NH:23]2)=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 814231H-Indazol-6-amineHCID 4596104-Chloro-6,7-dimethoxyquinoline

Product 1

HCID 22646658HCID 22646658, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
140 °C

Procedure

A suspension of 4-chloro-6,7-dimethoxyquinoline (200 mg, 0.89 mmol), (prepared as described for the starting material in Example 2), and 6-aminoindazole (131 mg, 0.98 mmol) in DMF (2.5 ml) was heated at 140° C. for 1.5 hours. The solid was collected by filtration, washed with isopropanol and dried under vacuum to give 6,7-dimethoxy-4-(1H-indazol-6-ylamino)quinoline hydrochloride (171 mg, 54%).

Workup

  1. custom(prepared
  2. filtrationThe solid was collected by filtration
  3. washwashed with isopropanol
  4. customdried under vacuum

Sources & evidence

ORD record
ord-19b29c34a1104cfb9a27adf9813d90b5
Source dataset
uspto-grants-2004_10
Patent number
US06809097B1

Reaction notes

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