![](/CAS/GIF/82523-06-6.gif)
4,5,6,7-tetrahydro-3H-imidazo[4,5-d]pyridine-6-carboxylic acid methyl ester synthesis
- Product Name:4,5,6,7-tetrahydro-3H-imidazo[4,5-d]pyridine-6-carboxylic acid methyl ester
- CAS Number:82523-06-6
- Molecular formula:C8H11N3O2
- Molecular Weight:181.19
![Methanol](/CAS/GIF/67-56-1.gif)
67-56-1
737 suppliers
$9.00/25ml
![4,5,6,7-TETRAHYDRO-1H-IMIDAZO[4,5-C]PYRIDINE-6-CARBOXYLIC ACID](/CAS/GIF/495-77-2.gif)
495-77-2
28 suppliers
$378.00/1g
![4,5,6,7-tetrahydro-3H-imidazo[4,5-d]pyridine-6-carboxylic acid methyl ester](/CAS/GIF/82523-06-6.gif)
82523-06-6
14 suppliers
$65.00/100mg
Yield:82523-06-6 73%
Reaction Conditions:
with thionyl chloride at 0; for 24 h;Reflux;
Steps:
methyl 4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine-6-carboxylate (144)
4,5,6,7-tetrahydro-37J-imidazo[4,5-c]pyridine-6-carboxylic acid (143) (1.57 g, 9.39 mmol)) was dissolved in methanol, and thionyl chloride was added at 0 °C. The solution was refluxed for 24 h and the solvent removed. The white residue was used without further purification. Yield 1.50 g (6.89 mmol, 73 %) colorless solid; mp: 140.8-142.3 °C. 1H NMR (300 MHz, DMSO): 5 9.04 (s, 1H), 4.70 (dd, J= 9.7, 5.5 Hz, I H), 4.33 (d, J= 7.6 Hz, 2H), 3.82 (s, 3H), 3.30 (dd, J = 16.3, 5.3 Hz, 1H), 3.20 - 3.13 (m, 1H). ESI-MS m/z (%): 182.09 [MH+] (100). Anal.calcd for C8H13Cl2 3O2 x 1,5 H20: C 34.29; H 5.71 ; N 15.0; found: C 34.27; H 5.50; N 15.26.
References:
WO2016/20369,2016,A1 Location in patent:Page/Page column 194
![L-Histidine hydrochloride](/CAS/GIF/645-35-2.gif)
645-35-2
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$32.00/25g
![4,5,6,7-tetrahydro-3H-imidazo[4,5-d]pyridine-6-carboxylic acid methyl ester](/CAS/GIF/82523-06-6.gif)
82523-06-6
14 suppliers
$65.00/100mg
![Methanol](/CAS/GIF/67-56-1.gif)
67-56-1
737 suppliers
$9.00/25ml
![2(s)-Carboxypiperidine[d]imidazoleHCl](/CAS/GIF/88980-06-7.gif)
88980-06-7
32 suppliers
$30.00/100mg
![4,5,6,7-tetrahydro-3H-imidazo[4,5-d]pyridine-6-carboxylic acid methyl ester](/CAS/GIF/82523-06-6.gif)
82523-06-6
14 suppliers
$65.00/100mg
![DL-HISTIDINE MONOHYDROCHLORIDE](/CAS/GIF/6459-59-2.gif)
6459-59-2
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$736.00/500g
![4,5,6,7-tetrahydro-3H-imidazo[4,5-d]pyridine-6-carboxylic acid methyl ester](/CAS/GIF/82523-06-6.gif)
82523-06-6
14 suppliers
$65.00/100mg