Electric Literature of 16179-97-8, Adding some certain compound to certain chemical reactions, such as: 16179-97-8, name is 2-(Pyridin-2-yl)acetic acid hydrochloride,molecular formula is C7H8ClNO2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 16179-97-8.
Pyridine (60 mL, 730 mmol) was added to a mixture of 5-(((1 R,3SJ-3-(5-amino- 1 ,3,4-thiadiazol-2-yl)cyclopentyl)methyl)-1 ,3,4-thiadiazol-2-amine (12.25 g, 43.4 mmol) and 2-pyridylacetic acid hydrochloride (18.8 g, 108 mmol). After stirring for 5 min, T3P (72.3 mL, 50% in DMF, 121 mmol) was added. Upon addition, a minor exotherm was observed, accompanied by effervesence. The reaction was stirred for 15 min and then checked by LCMS. The mono-acylated product was still observed, and as such additional 2-pyridylacetic acid hydrochloride (5 g, 28.7 mmol), T3P (10 mL, 50% in DMF, 16.7 mmol) and pyridine (20 mL, 243 mmol) were added and the reaction stirred overnight. The reaction was concentrated to remove excess pyridine, and then the residue was added dropwise to water with stirring. After addition was complete, the mixture was brought to pH ~7.5 and the solids filtered off, and rinsed with water. The solids were triturated with acetone and filtered to give 2-(pyridin-2-yl)-/V-(5-{[(1 R,3S)-3- {5-[(pyridin-2-ylacetyl)amino]-1 ,3,4-thiadiazol-2-yl}cyclopentyl]methyl}-1 ,3,4-thiadiazol-2- yl)acetamide (14.6 g, 65 %) as a yellow solid. 1 H NMR (400 MHz, DMSO-cf6) delta ppm 12.65 (br s, 2 H), 8.49 (d, J = 4.77 Hz, 2 H), 7.77 (td, J = 7.6, 1 .9 Hz, 2 H), 7.39 (d, J = 7.8 Hz, 2 H), 7.28 (ddd, J = 7.6, 4.9, 1.2 Hz, 2 H), 4.00 (s, 4 H), 3.50 (dt, J = 10.3, 7.7 Hz, 1 H), 3.07 (d, J = 7.3 Hz, 2 H), 2.35 – 2.47 (m, 1 H), 2.29 (dt, J = 13.5, 7.1 Hz, 1 H), 2.12 (dtd, J = 15.9, 8.9, 7.7, 3.8 Hz, 1 H), 1 .76 – 1 .96 (m, 2 H), 1 .44 – 1 .61 (m, 2 H). m/z (ESI+) for C24H24N802S2 521 .1 (M+H)+.
According to the analysis of related databases, 16179-97-8, the application of this compound in the production field has become more and more popular.
Reference:
Patent; PFIZER INC.; BURNS, Aaron Craig; COLLINS, Michael Raymond; GREASLEY, Samantha Elizabeth; HOFFMAN, Robert Louis; HUANG, Qinhua; KANIA, Robert Steven; KUNG, Pei-Pei; LINTON, Maria Angelica; NARASIMHAN, Lakshmi Sourirajan; RICHARDSON, Paul Francis; RICHTER, Daniel Tyler; SMITH, Graham; WO2015/166373; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem