1H-Indazol-5-amine → HCID 89873295, compound

HRID 626468Notes

Reaction equation

HRID 626468 reaction equation
CS[C:3]1[NH:4][C:5](=[O:14])[C:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:7][N:8]=1.[NH:15]1[C:23]2[C:18](=[CH:19][C:20]([NH2:24])=[CH:21][CH:22]=2)[CH:17]=[N:16]1>C(O)C>[NH:15]1[C:23]2[C:18](=[CH:19][C:20]([NH:24][C:3]3[NH:4][C:5](=[O:14])[C:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:7][N:8]=3)=[CH:21][CH:22]=2)[CH:17]=[N:16]1

Participants

4

Reactant 2

HCID 880121H-Indazol-5-amineHCID 239049Ethyl 4-hydroxy-2-(methylsulfanyl)-5-pyrimidinecarboxylate

Product 1

HCID 89873295HCID 89873295, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

The mixture of ethyl 2-(methylthio)-6-oxo-1,6-dihyropyrimidine-5-carboxylate (358 mg, 1.671 mmol) and 1H-indazol-5-amine (222 mg, 1.671 mmol) were dissolved in 10 mL of ethanol and heated at 80° C. overnight. After heating, the solution was run on thin layer chromatography and filtered. The precipitate was collected and stored. 1H-NMR confirmed the product (HGN-0042) (441 mg, 88% yield).

Workup

  1. temperatureAfter heating
  2. filtrationfiltered
  3. customThe precipitate was collected

Sources & evidence

ORD record
ord-92b7bb89eef348109ba442d074ecd59a
Source dataset
uspto-grants-2016_04
Patent number
US09309232B2

Reaction notes

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