HCID 23092277, compound → ethyl 6-[(dimethylamino)methylene]-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate
Reaction equation
[CH3:1][N:2]1[C:10]2[C:9](=[O:11])[CH2:8][CH2:7][CH2:6][C:5]=2[C:4]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[N:3]1.C(C(C(C)(C)C)C(O)=O)(C)(C)C.[CH3:29][N:30]([CH3:33])[CH:31]=O>CN(C)C=O>[CH3:29][N:30]([CH:33]=[C:8]1[C:9](=[O:11])[C:10]2[N:2]([CH3:1])[N:3]=[C:4]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:5]=2[CH2:6][CH2:7]1)[CH3:31]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
16 g (72 mmol) of ethyl 1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate were dissolved in 100 mL of dimethylformamide and 32 mL of dimethylformamide ditertbutyl acetate were added. The mixture was stirred at 60° C. for 8 hours. The solvent was then evaporated in vacuo and the product crystallized from ethanol to give the title compound (17.96 g, 90% yield).
Workup
- customThe solvent was then evaporated in vacuo
- customthe product crystallized from ethanol
Sources & evidence
- ORD record
- ord-9b07a7d228a04d529a9e5fc5f09e6bef
- Source dataset
- uspto-grants-2013_12
- Patent number
- US08614220B2
Reaction notes
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