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CAS No.: | 4492-02-8 |
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Name: | 4,5,6,7-TETRAHYDRO-1H-INDAZOLE-3-CARBOXYLIC ACID ETHYL ESTER |
Article Data: | 21 |
Molecular Structure: | |
Formula: | C10H14N2O2 |
Molecular Weight: | 194.233 |
Synonyms: | ETHYL 4,5,6,7-TETRAHYDRO-1H-INDAZOLE-3-CARBOXYLATE;ethyl 4,5-cyclohexa-1H-pyrazole-3-carboxylate;4,5,6,7-tetrahydroindazole-3-carboxylic acid ethyl ester; |
Density: | 1?+-.0.06 g/cm3(Predicted) |
Melting Point: | 88 °C(Solv: ligroine (8032-32-4)) |
Boiling Point: | 403.5±45.0 °C(Predicted) |
PSA: | 54.98000 |
LogP: | 1.46520 |
ethyl 2-oxo-2-(2-oxocyclohexyl)acetate
ethyl 4,5,6,7-tetrahydro-1H-indazole-3-carboxylate
Conditions | Yield |
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With hydrazine hydrate; acetic acid at 0℃; Reflux; | 98% |
With acetic acid; hydrazine for 1h; Reflux; | 86% |
With acetic acid; hydrazine for 1h; Reflux; | 86% |
2-(trimethylsilyl)cyclohexen-1-yl triflate
ethyl 4,5,6,7-tetrahydro-1H-indazole-3-carboxylate
Conditions | Yield |
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With cesium fluoride In tetrahydrofuran at 60℃; for 24h; Inert atmosphere; | 98% |
diazoacetic acid ethyl ester
cyclohexanone
ethyl 4,5,6,7-tetrahydro-1H-indazole-3-carboxylate
Conditions | Yield |
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With pyrrolidine In dimethyl sulfoxide at 20℃; for 12h; Solvent; Reagent/catalyst; regioselective reaction; | 87% |
With pyrrolidine at 80℃; | 21% |
ethyl 2-(cyclohex-1-en-1-yl)-2-diazoacetate
ethyl 4,5,6,7-tetrahydro-1H-indazole-3-carboxylate
Conditions | Yield |
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In octane at 110℃; for 1h; | 65% |
In octane at 110℃; for 1h; | 59% |
cyclohexanone (ethoxycarbonyl)hydrazone
oxalic acid diethyl ester
ethyl 4,5,6,7-tetrahydro-1H-indazole-3-carboxylate
Conditions | Yield |
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Stage #1: cyclohexanone (ethoxycarbonyl)hydrazone With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 1.16667h; Stage #2: oxalic acid diethyl ester In tetrahydrofuran; hexane at -78 - 20℃; for 16h; Stage #3: With sulfuric acid In toluene for 8h; Heating; Further stages.; | 43% |
Stage #1: cyclohexanone (ethoxycarbonyl)hydrazone With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 1h; Stage #2: oxalic acid diethyl ester In tetrahydrofuran; hexane at -78 - 20℃; for 16h; Stage #3: With toluene-4-sulfonic acid In toluene for 8h; Heating; Further stages.; | 43% |
diazoacetic acid ethyl ester
1-(1-Cyclohexen-1-yl)pyrrolidine
ethyl 4,5,6,7-tetrahydro-1H-indazole-3-carboxylate
Conditions | Yield |
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With chloroform |
Conditions | Yield |
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Multi-step reaction with 2 steps 1: EtONa / ethanol / 18 h / 20 °C 2: N2H4*H2O; AcOH / 8 h / Heating View Scheme |
1-hydroxy-1-ethoxycarbonyl-diazomethylcyclohexane
ethyl 4,5,6,7-tetrahydro-1H-indazole-3-carboxylate
Conditions | Yield |
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Multi-step reaction with 2 steps 1: 84 percent / phosphoryl chloride, pyridine / 6.5 h / 0 °C 2: 59 percent / octane / 1 h / 110 °C View Scheme | |
Multi-step reaction with 2 steps 1: 80 percent / POCl3, pyridine / 1) 0 deg C, 6 h, 2) r.t., 12 h 2: 65 percent / octane / 1 h / 110 °C View Scheme | |
Stage #1: 1-hydroxy-1-ethoxycarbonyl-diazomethylcyclohexane With pyridine; trichlorophosphate at 20℃; Stage #2: In octane at 110℃; |
Conditions | Yield |
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Multi-step reaction with 3 steps 1: 88 percent / lithium diisopropylamide / hexane; tetrahydrofuran / 2 h / -78 °C 2: 84 percent / phosphoryl chloride, pyridine / 6.5 h / 0 °C 3: 59 percent / octane / 1 h / 110 °C View Scheme |
Conditions | Yield |
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Multi-step reaction with 3 steps 1: 1) n-BuLi / 1) ether, THF, -110 deg C, 2) -110 to -25 deg C 2: 80 percent / POCl3, pyridine / 1) 0 deg C, 6 h, 2) r.t., 12 h 3: 65 percent / octane / 1 h / 110 °C View Scheme | |
Multi-step reaction with 2 steps 1: sodium ethanolate / ethanol / 7 h / 0 - 20 °C 2: hydrazine hydrate; acetic acid / 0 °C / Reflux View Scheme | |
Multi-step reaction with 2 steps 1: sodium ethanolate / ethanol / 12 h / 20 °C 2: hydrazine; acetic acid / 1 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C 2.1: pyridine; trichlorophosphate / 20 °C 2.2: 110 °C View Scheme | |
Multi-step reaction with 2 steps 1: sodium / ethanol / 12 h / 0 - 20 °C 2: acetic acid; hydrazine / 1 h / Reflux View Scheme |