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1134-01-6

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Basic Information
CAS No.: 1134-01-6
Name: 3-(2-methylaminoethyl)-1H-indol-5-ol
Article Data: 7
Molecular Structure:
Molecular Structure of 1134-01-6 (3-(2-methylaminoethyl)-1H-indol-5-ol)
Formula: C11H14 N2 O
Molecular Weight: 190.245
Synonyms: Indol-5-ol,3-[2-(methylamino)ethyl]- (6CI,7CI,8CI); 5-Hydroxy-N-methyltryptamine;5-Hydroxy-Nw-methyltryptamine; N-Methyl-5-hydroxytryptamine;N-Methylserotonin
Density: 1.2g/cm3
Boiling Point: 402.6°Cat760mmHg
Flash Point: 197.3°C
PSA: 48.05000
LogP: 2.02630
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Synthetic route
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5-hydroxy-Nb-methoxycarbonyltryptamine

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N-methylserotonin

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether Heating;65%
With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether for 26h; Heating;65%
1261074-26-3

N-methylserotonin 5-O-β-glucoside

1134-01-6

N-methylserotonin

Conditions
ConditionsYield
With hydrogenchloride; water at 70℃; for 1h;57%

N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)formamide

1134-01-6

N-methylserotonin

Conditions
ConditionsYield
Stage #1: N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)formamide With lithium aluminium tetrahydride In tetrahydrofuran at 25℃; for 4.66h; Inert atmosphere; Reflux;
Stage #2: With sodium hydroxide In water at 0 - 10℃; for 0.25h; Inert atmosphere;		39.1%
4652-04-4

benzyl-[2-(5-benzyloxy-indol-3-yl)-ethyl]-methyl-amine

1134-01-6

N-methylserotonin

Conditions
ConditionsYield
With palladium on activated charcoal; ethanol Hydrogenation;
With ethanol; palladium on activated charcoal Hydrogenation;
5971-62-0

[2-(5-benzyloxy-indol-3-yl)-ethyl]-methyl-amine; hydrogenoxalate

1134-01-6

N-methylserotonin

Conditions
ConditionsYield
With methanol; magnesium hydrosilicate; palladium Hydrogenation;
50-67-9

3-(2-aminoethyl)-1H-indol-5-ol

1134-01-6

N-methylserotonin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 94 percent / pyridine / dimethylformamide / 1.5 h / 0 - 20 °C
2: 65 percent / LiAlH4 / diethyl ether; tetrahydrofuran / 26 h / Heating
View Scheme
180910-53-6

1-hydroxy-Nb-methoxycarbonyltryptamine

1134-01-6

N-methylserotonin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 24 percent / H2O / 0.33 h / 20 °C
2: 65 percent / LiAlH4 / diethyl ether; tetrahydrofuran / 26 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: 40 percent / H2O / 0.33 h / 20 °C
2: 60 percent / aq. HCl / methanol / 0.33 h / 0 - 20 °C
3: 65 percent / LiAlH4 / diethyl ether; tetrahydrofuran / 26 h / Heating
View Scheme
185987-04-6

1-formyl-5-hydroxy-N-methoxycarbonyltryptamine

1134-01-6

N-methylserotonin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 76 percent / 8 percent aq. NaOH / methanol / 0.17 h / 60 °C
2: 65 percent / LiAlH4 / diethyl ether; tetrahydrofuran / 26 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: 76 percent / 2N NaOH / methanol
2: 65 percent / LiAlH4 / diethyl ether; tetrahydrofuran / Heating
View Scheme
329764-36-5

5-formyloxy-N-methoxycarbonyltryptamine

1134-01-6

N-methylserotonin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 60 percent / aq. HCl / methanol / 0.33 h / 0 - 20 °C
2: 65 percent / LiAlH4 / diethyl ether; tetrahydrofuran / 26 h / Heating
View Scheme
725227-53-2

(5-benzyloxy-indol-3-yl)-acetic acid-(benzyl-methyl-amide)

1134-01-6

N-methylserotonin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: LiAlH4; THF
2: ethanol; palladium/charcoal / Hydrogenation
View Scheme
Raw Materials
50-67-9
180910-53-6
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