Sodium Carbonate → HCID 9842561, compound

HRID 1595778Notes

Reaction equation

HRID 1595778 reaction equation
Cl[C:2]1[C:11]2[C:6](=[C:7]([O:16][CH3:17])[C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:18]#[N:19].[NH2:20][C:21]1[CH:29]=[C:28]2[C:24]([CH:25]=[N:26][NH:27]2)=[CH:23][CH:22]=1.Cl.N1C=CC=CC=1.C(OC(O)C)C.C(=O)([O-])[O-].[Na+].[Na+]>O>[NH:27]1[C:28]2[C:24](=[CH:23][CH:22]=[C:21]([NH:20][C:2]3[C:11]4[C:6](=[C:7]([O:16][CH3:17])[C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=4)[N:5]=[CH:4][C:3]=3[C:18]#[N:19])[CH:29]=2)[CH:25]=[N:26]1

Participants

7

Reactant 5

HCID 10340Sodium CarbonateHCID 814231H-Indazol-6-amineHCID 101298981-EthoxyethanolHCID 10176127Pyridinium chlorideHCID 224666114-Chloro-6,7,8-trimethoxy-3-quinolinecarbonitrile

Product 1

HCID 9842561HCID 9842561, compoundYield 88.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 0.279 g of 4-chloro-6,7,8-trimethoxy-quinoline-3-carbonitrile, 0.147 g of 6-aminoindazole, 0.020 of pyridine hydrochloride, and 15 ml of ethoxyethanol was stirred under nitrogen, at reflux temperature for 1 hour. The mixture was cooled and added to 100 ml of water. To this mixture was added sodium carbonate to pH 9. The product was collected, washed with water, and dried to give 0.332 g of 4-(1H-indazol-6-ylamino)-6,7,8-trimethoxy-quinoline-3-carbonitrile as a solid, mp 243-245° C.; mass spectrum (EI, m/e): M 375.1331.

Workup

  1. temperatureat reflux temperature for 1 hour
  2. temperatureThe mixture was cooled
  3. customThe product was collected
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-2bed0056983b4fbe936db1a584c76b11
Source dataset
uspto-grants-2001_09
Patent number
US06288082B1

Reaction notes

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