ChemicalBook > CAS DataBase List > DIMETHYL-(6-METHYL-2-P-TOLYL-IMIDAZO[1,2-A]PYRIDIN-3-YLMETHYL)-AMINE

DIMETHYL-(6-METHYL-2-P-TOLYL-IMIDAZO[1,2-A]PYRIDIN-3-YLMETHYL)-AMINE

Product Name
DIMETHYL-(6-METHYL-2-P-TOLYL-IMIDAZO[1,2-A]PYRIDIN-3-YLMETHYL)-AMINE
CAS No.
106961-33-5
Chemical Name
DIMETHYL-(6-METHYL-2-P-TOLYL-IMIDAZO[1,2-A]PYRIDIN-3-YLMETHYL)-AMINE
Synonyms
SKL407;Zolpidem Impurity 67;imidazo[1,2-a]pyridin-3-yl);N,N-Dimethyl-1-(6-methyl-2-(p-tolyl);DIMETHYL-(6-METHYL-2-P-TOLYL-IMIDAZO[1,2-A]PYRIDIN-3-YLMETHYL)-AMINE;Imidazo[1,2-a]pyridine-3-methanamine, N,N,6-trimethyl-2-(4-methylphenyl)-;3-(DiMethylaMinoMethyl)-6-Methyl-2-(4-Methylphenyl)iMidazo[1,2-a]pyridine;N,N-dimethyl-1-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)methanamine
CBNumber
CB41011199
Molecular Formula
C18H21N3
Formula Weight
279.38
MOL File
106961-33-5.mol
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DIMETHYL-(6-METHYL-2-P-TOLYL-IMIDAZO[1,2-A]PYRIDIN-3-YLMETHYL)-AMINE Property

Melting point:
134 - 139°C
Density 
1.07±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), Methanol (Slightly)
pka
8.30±0.28(Predicted)
form 
Solid
color 
White to Pale Yellow
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
D461105
Product name
3-(Dimethylaminomethyl)-6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine
Packaging
50mg
Price
$185
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0026359
Product name
3-(DIMETHYLAMINOMETHYL)-6-METHYL-2-(4-METHYLPHENYL)IMIDAZO[1,2-A]PYRIDINE
Purity
95.00%
Packaging
5MG
Price
$500.95
Updated
2021/12/16
Ambeed
Product number
A180483
Product name
N,N-Dimethyl-1-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)methanamine
Purity
97%
Packaging
1g
Price
$548
Updated
2021/12/16
Crysdot
Product number
CD11356956
Product name
N,N-Dimethyl-1-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)methanamine
Purity
97%
Packaging
5g
Price
$945
Updated
2021/12/16
Chemenu
Product number
CM247603
Product name
N,N-Dimethyl-1-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)methanamine
Purity
97%
Packaging
5g
Price
$1206
Updated
2021/12/16
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DIMETHYL-(6-METHYL-2-P-TOLYL-IMIDAZO[1,2-A]PYRIDIN-3-YLMETHYL)-AMINE Chemical Properties,Usage,Production

Synthesis

50-00-0

88965-00-8

124-40-3

106961-33-5

Step (i): Preparation of N,N-dimethyl-1-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)methylamine (8). Under stirring, 6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine (200 g, 0.92 mol) was dissolved in acetic acid (985 mL). The reaction mixture was cooled to 0-5 °C and 40% aqueous dimethylamine (157 g, 1.39 mol) was slowly added followed by paraformaldehyde (36.11 g, 1.20 mol). The reaction mixture was stirred at 50-55°C for 3-4 hours, followed by removal of acetic acid under reduced pressure. Water (1.5 l) was added, the filtrate was filtered through a diatomaceous earth pad and the filtrate was alkalized to pH 8.0-8.5 by dropwise addition of 30% sodium hydroxide solution. filtration afforded an off-white solid, which was washed sequentially with water (500 ml) and hexane (200 ml). The solid was dried to constant weight in an oven to give 230 g of N,N-dimethyl-1-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)methylamine (8) in 91.6% yield and 93.5% purity. Melting point range: 137.9-141.5 °C. IR spectrum (cm^-1): 2944, 2809, 2761, 1502, 1454, 1389, 1018, 829, 799. 1H NMR (400 MHz, CDCl3): δ 2.25 (s, 6H), 2.36 (s, 3H), 2.40 (s, 3H), 3.84 (s, 2H), 7.04 (dd, J = 9.1 Hz, J = 1.6 Hz, 1H), 7.25 (d, J = 7.9 Hz, 2H), 7.52 (d, J = 9.1 Hz, 1H), 7.69 (d, J = 8.0 Hz, 2H), 8.10 (s, 1H). Mass spectrum (m/z): 280.4 (M + H)+.

References

[1] Patent: WO2009/7995, 2009, A1. Location in patent: Page/Page column 11; 13-14; 15-17
[2] Farmaco, 1991, vol. 46, # SUPPL. 1, p. 277 - 288
[3] Acta Poloniae Pharmaceutica - Drug Research, 2001, vol. 58, # 1, p. 43 - 52
[4] Patent: US2007/27180, 2007, A1. Location in patent: Page/Page column title page; sheet 1; 6

DIMETHYL-(6-METHYL-2-P-TOLYL-IMIDAZO[1,2-A]PYRIDIN-3-YLMETHYL)-AMINE Preparation Products And Raw materials

Raw materials

Preparation Products

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DIMETHYL-(6-METHYL-2-P-TOLYL-IMIDAZO[1,2-A]PYRIDIN-3-YLMETHYL)-AMINE Suppliers

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