Category: 193537-14-3

Electric Literature of 193537-14-3 , The common heterocyclic compound, 193537-14-3, name is Ethyl 6-Boc-2-amino-4,7-dihydro-5H-thieno[2,3-c]pyridine-3-carboxylate, molecular formula is C15H22N2O4S, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a solution of 6-tert-butyl 3-ethyl 2-amino-4,7-dihydrothieno[2,3-c]pyridine-3,6(5H)-dicarboxy- late from Example 9A (1.23 kg, 3.77 mol) in DMF (10.3 L) was added formamidine acetate (588 g, 5.65 mol). The mixture was heated to 1000C overnight. The solvent was removed in vacuo. The residue was stirred with ethyl acetate (3 L) for 2 h. The precipitate was collected by suction filtration and rinsed with ethyl acetate. The solid was dried to yield 1.02 kg (88%) of the title compound.1H-NMR (400 MHz, DMSOd6): delta = 1.43 (s, 9H), 2.91-2.96 (m, 2H), 3.62 (t, 2H), 4.58 (s, 2H), 8.05 (s, IH), 12.38 (br. s, IH).LC/MS (method 4): R, = 2.03 min; MS (ESIpos): m/z = 308 [M+H]+.

The synthetic route of 193537-14-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER HEALTHCARE AG; WO2009/33581; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 193537-14-3 , The common heterocyclic compound, 193537-14-3, name is Ethyl 6-Boc-2-amino-4,7-dihydro-5H-thieno[2,3-c]pyridine-3-carboxylate, molecular formula is C15H22N2O4S, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a solution of 6-tert-butyl 3-ethyl 2-amino-4,7-dihydrothieno[2,3-c]pyridine-3,6(5H)-dicarboxy- late from Example 9A (1.23 kg, 3.77 mol) in DMF (10.3 L) was added formamidine acetate (588 g, 5.65 mol). The mixture was heated to 1000C overnight. The solvent was removed in vacuo. The residue was stirred with ethyl acetate (3 L) for 2 h. The precipitate was collected by suction filtration and rinsed with ethyl acetate. The solid was dried to yield 1.02 kg (88%) of the title compound.1H-NMR (400 MHz, DMSOd6): delta = 1.43 (s, 9H), 2.91-2.96 (m, 2H), 3.62 (t, 2H), 4.58 (s, 2H), 8.05 (s, IH), 12.38 (br. s, IH).LC/MS (method 4): R, = 2.03 min; MS (ESIpos): m/z = 308 [M+H]+.

The synthetic route of 193537-14-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER HEALTHCARE AG; WO2009/33581; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 193537-14-3 ,Some common heterocyclic compound, 193537-14-3, molecular formula is C15H22N2O4S, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

4-Oxo-3,5,6,8-tetrahydro-4H-9-thia-1,3,7-triaza-fluorene-7-carboxylic acid tert-butyl ester (step b). A mixture of 2-amino-4,7-dihydro-5H-thieno[2,3-c]pyridine-3,6-dicarboxylic acid 6-tert-butyl ester 3-ethyl ester (18.5 g) and formamidine acetate (8.85 g) in DMF (100 mL) were heated at 100 C. for 16 h. The reaction mixture was cooled and concentrated. The residues was partitioned between water and ethyl acetate. The organic layer was washed with water 3 times and concentrated to give the title compound (15.8 g, 90%). 1H NMR (400 MHz, CDCl3): delta 7.88 (s, 1H), 4.56-4.62 (brs, 2H), 3.62-3.70 (brs, 2H), 3.02-3.08 (brs, 2H), 1.42 (s, 9H). LC-MS (ESI) m/z 308.1 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,193537-14-3, its application will become more common.

Reference:
Patent; National Health Research Institutes; US2010/120805; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 193537-14-3, name is Ethyl 6-Boc-2-amino-4,7-dihydro-5H-thieno[2,3-c]pyridine-3-carboxylate. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

Phenylacetyl chloride (81 muL, 0.614 mmol) was added dropwise to a solution containing 9g (100 mg, 0.307 mmol) and DIPEA (59 muL, 0.34 mmol) in CH2Cl2 (2 mL), and the reaction was stirred for 2 days. The reaction solution was washed with 0.1M HCl and 1M NaOH. The organic layer was concentrated under reduced pressure and the residue was chromatographed on silica gel (hexane/Et2O 4:1) and then recrystallised from hexane (6.1 mg, 5%). 1H NMR (300 MHz, CDCl3) delta 7.45 (m, 5H, C6H5), 4.54 (s, 2H, 7-CH2), 4.29 (q, J = 7.1 Hz, 2H, CH2CH3), 3.87 (s, 2H, CH2Ph), 3.68 (m, 2H, 5-CH2), 2.90 (m, 2H, 4-CH2), 1.53 (s, 9H, Boc), 1.37 (t, J = 7.2 Hz, 3H, CH2CH3). ESI-MS m/z 445.3 [M + H]+.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 193537-14-3, Ethyl 6-Boc-2-amino-4,7-dihydro-5H-thieno[2,3-c]pyridine-3-carboxylate.

Reference:
Article; Nankervis, Jacob L.; Feil, Susanne C.; Hancock, Nancy C.; Zheng, Zhaohua; Ng, Hooi-Ling; Morton, Craig J.; Holien, Jessica K.; Ho, Patricia W.M.; Frazzetto, Mark M.; Jennings, Ian G.; Manallack, David T.; John Martin; Thompson, Philip E.; Parker, Michael W.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 23; (2011); p. 7089 – 7093;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem