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Basic Information
| CAS No.: | 21908-08-7 |
|---|---|
| Name: | Ethyl 2-forMylisonicotinate |
| Article Data: | 8 |
| Molecular Structure: | |
|
|
|
| Formula: | C9H9NO3 |
| Molecular Weight: | 179.175 |
| Synonyms: | 4-Pyridinecarboxylic acid, 2-formyl-, ethyl ester |
| Density: | 1.204±0.06 g/cm3(Predicted) |
| Boiling Point: | 288.3±25.0 °C(Predicted) |
| PSA: | 56.26000 |
| LogP: | 1.07080 |
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Synthetic route
- 41438-38-4
diethyl pyridine-2,4-dicarboxylate
- 21908-08-7
ethyl 2-formylpyridine-4-carboxylate
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: diethyl pyridine-2,4-dicarboxylate With diisobutylaluminium hydride In tetrahydrofuran at -78℃; for 3h; Stage #2: With acetic acid In tetrahydrofuran; water at 20℃; for 1.5h; | 81% |
| With diisobutylaluminium hydride In tetrahydrofuran; ethyl acetate; toluene at -40℃; Temperature; Solvent; Large scale; regioselective reaction; | 67% |
| With diisobutylaluminium hydride In tetrahydrofuran; toluene at -78℃; for 3.16667h; Inert atmosphere; regioselective reaction; | 39% |
| With lithium aluminium tetrahydride In tetrahydrofuran at -60℃; for 1.33333h; | |
| Stage #1: diethyl pyridine-2,4-dicarboxylate With diisobutylaluminium hydride In tetrahydrofuran at -78 - 78℃; for 3h; Stage #2: In tetrahydrofuran; water at 20℃; for 1h; Cooling with ethanol-dry ice; | 1.6 g |
- 499-80-9
pyridine-2,4-dicarboxylic acid
- 21908-08-7
ethyl 2-formylpyridine-4-carboxylate
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / 16 h / 80 °C 2: diisobutylaluminium hydride / tetrahydrofuran; toluene / 3.17 h / -78 °C / Inert atmosphere View Scheme | |
| Multi-step reaction with 2 steps 1.1: sulfuric acid / Reflux 2.1: diisobutylaluminium hydride / tetrahydrofuran / 3 h / -78 °C 2.2: 1.5 h / 20 °C View Scheme | |
| Multi-step reaction with 2 steps 1.1: sulfuric acid / ethanol / 14 h / 70 °C 2.1: diisobutylaluminium hydride / tetrahydrofuran / 3 h / -78 - 78 °C 2.2: 1 h / 20 °C / Cooling with ethanol-dry ice View Scheme | |
| Multi-step reaction with 2 steps 1: thionyl chloride / Reflux 2: diisobutylaluminium hydride / ethyl acetate; tetrahydrofuran; toluene / -40 °C / Large scale View Scheme |
A
- 6220-65-1
pyridine-2,4-dicarbaldehyde
C
- 212914-74-4
4-(hydroxymethyl)pyridine-2-carbaldehyde
D
- 21908-08-7
ethyl 2-formylpyridine-4-carboxylate
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: tetrahydrofuran / -10 - 22 °C / Large scale 2: diisobutylaluminium hydride / ethyl acetate; tetrahydrofuran / 0.01 h / -20 °C / Large scale View Scheme |
...Expand
- 41438-38-4
diethyl pyridine-2,4-dicarboxylate
A
- 6220-65-1
pyridine-2,4-dicarbaldehyde
C
- 212914-74-4
4-(hydroxymethyl)pyridine-2-carbaldehyde
D
- 21908-08-7
ethyl 2-formylpyridine-4-carboxylate
Conditions
| Conditions | Yield |
|---|---|
| With diisobutylaluminium hydride In tetrahydrofuran; ethyl acetate at -20℃; for 0.0111111h; Temperature; Time; Large scale; regioselective reaction; |
...Expand
- 499-80-9
pyridine-2,4-dicarboxylic acid
A
- 6220-65-1
pyridine-2,4-dicarbaldehyde
C
- 212914-74-4
4-(hydroxymethyl)pyridine-2-carbaldehyde
D
- 21908-08-7
ethyl 2-formylpyridine-4-carboxylate
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: thionyl chloride / Reflux 2: diisobutylaluminium hydride / ethyl acetate; tetrahydrofuran / 0.01 h / -20 °C / Large scale View Scheme |
...Expand
- 617-89-0
furan-2-ylmethanamine
- 21908-08-7
ethyl 2-formylpyridine-4-carboxylate
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: furan-2-ylmethanamine; ethyl 2-formylpyridine-4-carboxylate With acetic acid In dichloromethane at 20℃; for 0.5h; Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; | 99% |
- 1219025-18-9
(R)-7′-bis-(3,5-di-tert-butylphenyl)phosphino-7′-amino-1,1′-spiroindene
- 21908-08-7
ethyl 2-formylpyridine-4-carboxylate
Conditions
| Conditions | Yield |
|---|---|
| With acetic acid In methanol at 20℃; for 2h; Inert atmosphere; Schlenk technique; | 96% |
- 21908-08-7
ethyl 2-formylpyridine-4-carboxylate
- 100-46-9
benzylamine
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: ethyl 2-formylpyridine-4-carboxylate; benzylamine With acetic acid In dichloromethane at 20℃; for 0.25h; Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 16h; | 93% |
- 21908-08-7
ethyl 2-formylpyridine-4-carboxylate
- 109-85-3
2-methoxyethylamine
Conditions
| Conditions | Yield |
|---|---|
| In toluene | 92% |
Conditions
| Conditions | Yield |
|---|---|
| In isopropyl alcohol at 20℃; for 2.5h; | 83% |
...Expand
Raw Materials
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Ethyl 2-forMylisonicotinate
