The origin of a common compound about 17193-28-1

The synthetic route of 1-Amino-1-cyclopentanecarboxamide has been constantly updated, and we look forward to future research findings.

A common heterocyclic compound, 17193-28-1, name is 1-Amino-1-cyclopentanecarboxamide, molecular formula is C6H12N2O, 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. 17193-28-1.

To a solution of 1-aminocyclopentane-l-carboxamide (1.15 g, 8.97 mmol) and DCM (32 mL) was added acetic anhydride (1.191 g, 11.66 mmol). The reaction mixture was stirred at RT for 18 hours. Reaction was concentrated and used without further purification in the next step. Intermediate 110a (1.53 g, 8.99 mmol, 100 % yield). LC-MS (Method A2) RT = 0.43 min, MS (ESI) m/z: 171.1 (M+H)+. 1H NMR (400 MHz, CDCl3) delta 7.09 – 6.89 (m, 1H), 5.72 (br s, 1H), 5.38 – 5.19 (m, 1H), 2.40 – 2.30 (m, 2H), 2.07 – 1.98 (m, 5H), 1.86 – 1.75 (m, 4H)

The synthetic route of 1-Amino-1-cyclopentanecarboxamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITE DE MONTREAL; BRISTOL-MYERS SQUIBB COMPANY; PRIESTLEY, Eldon, Scott; REZNIK, Samuel, Kaye; RUEDIGER, Edward, H.; GILLARD, James, R.; HALPERN, Oz, Scott; JIANG, Wen; RICHTER, Jeremy; RUEL, Rejean; TRIPATHY, Sasmita; YANG, Wu; ZHANG, Xiaojun; (642 pag.)WO2018/5591; (2018); A1;,
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Introduction of a new synthetic route about 17193-28-1

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 17193-28-1.

17193-28-1, These common heterocyclic compound, 17193-28-1, name is 1-Amino-1-cyclopentanecarboxamide, 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.

EXAMPLE 1 2-butyl-1,3-diaza-spiro[4,4]non-1-en-4-one-monohydrochloride 20 g (0.156 mol) of 1-aminocyclopentane-1-carboxamide and 31 g (0.19 mol) of trimethyl orthovalerate are refluxed at 70-80 C. inner temperature for 1 hour. The condenser is then changed to a “No hold up” condenser, while heating and stirring are continued to distille off volatile components. The reaction is completed in vacuo. The residue is dissolved in 150 ml of acetone the pH is adjusted to 1-2, after cooling the resulting suspension the product is filtered off. 31 g of the title compound is obtained, yield 86.4%. IR: 3600-2200: vibr, NH; 1779: gammac=o; 1642 gammac, 1517: deltaNH (IRFT Perkin Elmer)

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 17193-28-1.

Reference:
Patent; Sanofi-Synthelabo; US6162923; (2000); A;,
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Amide – an overview | ScienceDirect Topics

Brief introduction of 17193-28-1

The synthetic route of 17193-28-1 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 17193-28-1, name is 1-Amino-1-cyclopentanecarboxamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 17193-28-1

General procedure: To a solution of protected proline (10 mmol) and triethylamine (1.40 ml; 10 mmol) in dry DCM (30 ml), ethyl chloroformate was added dropwise (0.95 ml; 10 mmol) in dry DCM (10 ml). After 30 min, aminoamide (10 mmol) in dry DCM (10 ml) was added to the mixture and the solution was stirred for 5 h. The organic layer was washed with water and aqueous sodium bicarbonate, dried over sodium sulfate and concentrated in vacuo. The residue was crystallised from the appropriate solvents.

The synthetic route of 17193-28-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Panov, Illia; Drabina, Pavel; Hanusek, Jiri; Sedlak, Milos; Tetrahedron Asymmetry; vol. 22; 2; (2011); p. 215 – 221;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 17193-28-1

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 17193-28-1.

These common heterocyclic compound, 17193-28-1, name is 1-Amino-1-cyclopentanecarboxamide, 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. 17193-28-1

General procedure: 1-amino-cyclopentanecarboxamide (3) (8.0 g, 62.5 mmol) was acylated with alkyl acyl chloride (93.7 mmol) and triethylamine (17.3 mL, 125.0 mmol) in 50 mL dichloromethane(DCM) at 0 C.After the reaction was completed, the resulting mixture was addedwith 30 mLwater, and extracted with DCM (25 mL 3). The organiclayer was dried over MgSO4. After filtration, the solvent wasremoved under reduced pressure. The residue was dissolved in50 mL MeOH and then 50 mL 10 M KOH was added slowly. Themixturewas refluxed for 3 h. After cooled to room temperature, themixture was added 50 mL H2O and extracted with DCM(30 mL 4). The organic layer was dried over MgSO4, the solventwas removed under reduced pressure. The resulting residue waspurified by CC to give 5a-d.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 17193-28-1.

Reference:
Article; Bao, Xiaolu; Zhu, Weibo; Yuan, Weidong; Zhu, Xingbo; Yan, Yijia; Tang, Hesheng; Chen, Zhilong; European Journal of Medicinal Chemistry; vol. 123; (2016); p. 115 – 127;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics