5-Amino-7-azaindole Chemical Properties

Melting point:

128-129°C

Boiling point:

361.7±35.0 °C(Predicted)

Density 

1.41±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

pka

8.28±0.20(Predicted)

form 

Solid

color 

Yellow to yellow/brown

Sensitive 

Light Sensitive

InChI

InChI=1S/C7H7N3/c8-6-3-5-1-2-9-7(5)10-4-6/h1-4H,8H2,(H,9,10)

InChIKey

PLWBENCHEUFMTN-UHFFFAOYSA-N

SMILES

C12NC=CC1=CC(N)=CN=2

CAS DataBase Reference

100960-07-4

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22-36

Safety Statements 

26-24/25

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29339900

5-Amino-7-azaindole Usage And Synthesis

Chemical Properties

Brown crystalline powder

Synthesis

5-Amino-7-azaindole is synthesised using 5-Nitro-7-azaindole as a raw material by chemical reaction. The specific synthesis steps are as follows:
To a stirred solution of 5nitro7azaindoie (500 rng, 3.07 rnmol) in methanol (125 rnL) under nitrogen atmosphere was added 10percent Pd/C (326 mg, 0.306 rnmol). The reaction was placed under an atmosphere of hydrogen gas and stirred at 20 °C overnight. The suspension was filtered through a pad of Celite? 545, the resulting filter cake was washed with MeOH, and the combined organicphases concentrated in vaeuo to afford 5-Amino-7-azaindole compound (408 mg, 100percent). MS (ES1): mass calcd. for C7HN3 133.1, rn/z found 133.9 [M+H]t. ‘H NMR (300 MHz, DMSO-d6) ? 11.04 (s, 1H), 7.70 (d, J= 2.4 Hz, iH, 7.27 —7.18 (m, 1ff), 7.08 (d, J= 2.3 Hz, IH), 6.22 —6.06 (m, 1H), 4.62 (s, 2H).

References

[1] Patent: WO2016/176460, 2016, A1. Location in patent: Page/Page column 98; 99
[2] Patent: US2007/112020, 2007, A1. Location in patent: Page/Page column 36
[3] Patent: EP2070928, 2009, A1. Location in patent: Page/Page column 92
[4] Synthesis, 2005, # 15, p. 2503 - 2506
[5] Patent: WO2008/28617, 2008, A1. Location in patent: Page/Page column 41; 27

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