(1-METHYL-1H-INDOL-5-YL)METHYLAMINE Chemical Properties

Melting point:

55 °C

Boiling point:

319.4±17.0 °C(Predicted)

Density 

1.11±0.1 g/cm3 (20 ºC 760 Torr)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

solid

pka

9.27±0.40(Predicted)

Appearance

Off-white to yellow Solid

Safety Information

Risk Statements 

22-34

Safety Statements 

22-26-36/37/39-45

HazardClass 

IRRITANT

(1-METHYL-1H-INDOL-5-YL)METHYLAMINE Usage And Synthesis

Definition

ChEBI: (1-Methyl-1H-indol-5-yl)methylamine is a member of indoles.

Synthesis

Step 2: 1-methyl-1H-indole-5-carbonitrile (800 mg, 5.12 mmol) was dissolved in a methanol solution of 7 M ammonia (50 mL) and Raney Ni (2.0 g) was added. The reaction mixture was stirred vigorously at room temperature for 18 h under hydrogen (1 atm) atmosphere. Upon completion of the reaction, the reaction mixture was filtered through a diatomaceous earth pad and the filtrate was concentrated under vacuum to give 800 mg of (1-methyl-1H-indol-5-yl)methylamine (296), the product was a yellow oil. Mass spectrum (ESI) m/z = 144.3 [M-NH2]+.

References

[1] Journal of Medicinal Chemistry, 2007, vol. 50, # 15, p. 3651 - 3660
[2] Patent: WO2013/26914, 2013, A1. Location in patent: Page/Page column 169
[3] Organic and Biomolecular Chemistry, 2013, vol. 11, # 36, p. 6003 - 6007

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