![](/CAS/GIF/17738-06-6.gif)
PYRIDIN-3-YL-CARBAMIC ACID PHENYL ESTER synthesis
- Product Name:PYRIDIN-3-YL-CARBAMIC ACID PHENYL ESTER
- CAS Number:17738-06-6
- Molecular formula:C12H10N2O2
- Molecular Weight:214.22
![3-Aminopyridine](/CAS/GIF/462-08-8.gif)
462-08-8
470 suppliers
$14.00/25g
![Phenyl chloroformate](/CAS/GIF/1885-14-9.gif)
1885-14-9
332 suppliers
$10.00/1g
![PYRIDIN-3-YL-CARBAMIC ACID PHENYL ESTER](/CAS/GIF/17738-06-6.gif)
17738-06-6
28 suppliers
$45.00/10mg
Yield:17738-06-6 88%
Reaction Conditions:
with pyridine in tetrahydrofuran at -10 - 20; for 3.5 h;Product distribution / selectivity;
Steps:
1.a
Example 1a Synthesis of N-pyridin-3-yl-4-(3-{[5-(trifluoromethyl)pyridin-2-yl]oxy}benzylidene)piperidine-1-carboxamide; Phenyl pyridin-3-ylcarbamate To a stirred solution of 3-aminopyridine (51.7 g, 0.549 moles) in THF (900 mL) at -10° C. was added pyridine (52.1 g, 0.659 moles) in a stream over a 10 min period, followed by the dropwise addition of phenyl chloroformate (90 g, 0.575 moles) over a 20 min period. The reaction temperature increased to 5° C. A precipitate formed during the addition. The resulting suspension was stirred at temperatures reaching ambient temperature over the next 3 h. The reaction mixture was partitioned between water (2 L) and EtOAc (1.5 L). The aqueous portion was extracted with EtOAc (1 L). The combined organic portions were dried (MgSO4) and concentrated in vacuo to a damp solid residue. This was suspended in EtOAc:ether (1:1, 600 mL). The resulting suspension was stirred at -10° C. for 2 h and filtered. The solid was rinsed with EtOAc:ether (1:1, 100 mL) and pressed dry under suction. Further drying in vacuo at 35° C. for 7 h provided 104 g (88%) of product. Analysis, Calcd for C12H10N2O2: C, 67.28; H, 4.71; N, 13.08. Found: C, 67.15; H, 4.76; N, 12.87.
References:
US2008/261941,2008,A1 Location in patent:Page/Page column 16
![3-Chloropyridine](/CAS/GIF/626-60-8.gif)
626-60-8
357 suppliers
$13.00/5g
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917-61-3
289 suppliers
$24.78/100g
![Phenol](/CAS/20180808/GIF/108-95-2.gif)
108-95-2
726 suppliers
$14.00/25g
![PYRIDIN-3-YL-CARBAMIC ACID PHENYL ESTER](/CAS/GIF/17738-06-6.gif)
17738-06-6
28 suppliers
$45.00/10mg
![3-Aminopyridine](/CAS/GIF/462-08-8.gif)
462-08-8
470 suppliers
$14.00/25g
![PYRIDIN-3-YL-CARBAMIC ACID PHENYL ESTER](/CAS/GIF/17738-06-6.gif)
17738-06-6
28 suppliers
$45.00/10mg