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CAS No.: | 449811-29-4 |
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Name: | 6-CHLORO-4-(METHYLAMINO)NICOTINALDEHYDE |
Article Data: | 17 |
Molecular Structure: | |
Formula: | C7H7ClN2O |
Molecular Weight: | 170.598 |
Synonyms: | 3-Pyridinecarboxaldehyde, 6-chloro-4-(methylamino)-; 6-CHLORO-4-(METHYLAMINO)NICOTINALDEHYDE |
Density: | 1.357g/cm3 |
Melting Point: | 80~82℃ |
Boiling Point: | 339.407°C at 760 mmHg |
Flash Point: | 159.068°C |
PSA: | 41.99000 |
LogP: | 1.66220 |
(6-chloro-4-(methylamino)pyridin-3-yl)methanol
6-chloro-4-(methylamino)pyridine-3-carbaldehyde
Conditions | Yield |
---|---|
With manganese(IV) oxide In dichloromethane at 20℃; Inert atmosphere; | 93% |
With manganese(IV) oxide In dichloromethane at 20℃; Inert atmosphere; | 93% |
With manganese(IV) oxide In dichloromethane at 30℃; for 6h; | 87% |
2,4-dichloro-5-pyridinecarboxaldehyde
methylamine
6-chloro-4-(methylamino)pyridine-3-carbaldehyde
Conditions | Yield |
---|---|
In tetrahydrofuran at 45℃; for 48h; | 93% |
ethyl 6-chloro-4-(methylamino)pyridine-3-carboxylate
6-chloro-4-(methylamino)pyridine-3-carbaldehyde
Conditions | Yield |
---|---|
Stage #1: ethyl 6-chloro-4-(methylamino)pyridine-3-carboxylate With lithium aluminium tetrahydride In tetrahydrofuran at -78℃; for 3h; Stage #2: With manganese(IV) oxide In dichloromethane at 20℃; for 2h; | 84% |
Multi-step reaction with 2 steps 1.1: lithium aluminium tetrahydride / tetrahydrofuran / -78 °C 1.2: 20 °C 2.1: manganese(IV) oxide / dichloromethane / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0.33 h / 0 °C / Inert atmosphere 2: manganese(IV) oxide / dichloromethane / 6 h / 30 °C View Scheme |
4,6-dihydroxynicotinic acid ethyl ester
6-chloro-4-(methylamino)pyridine-3-carbaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: trichlorophosphate / 3 h / 110 °C 2.1: acetonitrile; water / 3.5 h / 0 - 20 °C 3.1: lithium aluminium tetrahydride / tetrahydrofuran / -78 °C 3.2: 20 °C 4.1: manganese(IV) oxide / dichloromethane / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: trichlorophosphate / 2 h / Reflux 2: water; acetonitrile / 8 h / 0 - 20 °C 3: lithium aluminium tetrahydride / tetrahydrofuran / 0.33 h / 0 °C / Inert atmosphere 4: manganese(IV) oxide / dichloromethane / 6 h / 30 °C View Scheme | |
Multi-step reaction with 4 steps 1: trichlorophosphate / 2 h / Reflux 2: water; acetonitrile / 8 h / 0 - 20 °C 3: lithium aluminium tetrahydride / tetrahydrofuran / 0.33 h / 0 °C / Inert atmosphere 4: manganese(IV) oxide / dichloromethane / 6 h / 30 °C View Scheme |
diethyl 1,3-acetonedicarboxylate
6-chloro-4-(methylamino)pyridine-3-carbaldehyde
Conditions | Yield |
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Multi-step reaction with 5 steps 1.1: acetic anhydride / 1.5 h / 120 °C 1.2: 0 °C / Cooling 1.3: pH < 5 2.1: trichlorophosphate / 3 h / 110 °C 3.1: acetonitrile; water / 3.5 h / 0 - 20 °C 4.1: lithium aluminium tetrahydride / tetrahydrofuran / -78 °C 4.2: 20 °C 5.1: manganese(IV) oxide / dichloromethane / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: orthoformic acid triethyl ester / 2 h / 120 °C 1.2: 0 - 20 °C 2.1: trichlorophosphate / 2 h / Reflux 3.1: water; acetonitrile / 8 h / 0 - 20 °C 4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.33 h / 0 °C / Inert atmosphere 5.1: manganese(IV) oxide / dichloromethane / 6 h / 30 °C View Scheme | |
Multi-step reaction with 5 steps 1: 2 h / 120 °C 2: trichlorophosphate / 2 h / Reflux 3: water; acetonitrile / 8 h / 0 - 20 °C 4: lithium aluminium tetrahydride / tetrahydrofuran / 0.33 h / 0 °C / Inert atmosphere 5: manganese(IV) oxide / dichloromethane / 6 h / 30 °C View Scheme |
ethyl 4,6-dichloronicotinate
6-chloro-4-(methylamino)pyridine-3-carbaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: acetonitrile; water / 3.5 h / 0 - 20 °C 2.1: lithium aluminium tetrahydride / tetrahydrofuran / -78 °C 2.2: 20 °C 3.1: manganese(IV) oxide / dichloromethane / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: water; acetonitrile / 8 h / 0 - 20 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 0.33 h / 0 °C / Inert atmosphere 3: manganese(IV) oxide / dichloromethane / 6 h / 30 °C View Scheme | |
Multi-step reaction with 3 steps 1: water; acetonitrile / 8 h / 0 - 20 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 0.33 h / 0 °C / Inert atmosphere 3: manganese(IV) oxide / dichloromethane / 6 h / 30 °C View Scheme |
2,4-dichloro-5-hydroxymethylpyridine
6-chloro-4-(methylamino)pyridine-3-carbaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: manganese(IV) oxide / chloroform / 12 h / 75 °C 2: tetrahydrofuran / 48 h / 45 °C View Scheme |
6-chloro-4-(methylamino)pyridine-3-carbaldehyde
4-fluoro-2-methyl-5-nitroaniline
2-chloro-5-((4-fluoro-2-methyl-5-nitrophenylamino)methyl)-N-methylpyridin-4-amine
Conditions | Yield |
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With sodium tris(acetoxy)borohydride In acetic acid at 20℃; | 100% |
cycl-isopropylidene malonate
6-chloro-4-(methylamino)pyridine-3-carbaldehyde
7-chloro-1-methyl-2-oxo-1,2-dihydro-1,6-naphthyridine-3-carboxylic acid
Conditions | Yield |
---|---|
With piperidine; acetic acid In ethanol at 20℃; for 2.33333h; Reflux; | 99% |
With piperidine; acetic acid at 20℃; for 2.33333h; Reflux; | 99% |
6-chloro-4-(methylamino)pyridine-3-carbaldehyde
GlyOEt*HCl
Conditions | Yield |
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With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 5h; | 92% |