Introduction of a new synthetic route about 7-Chlorothiazolo[5,4-d]pyrimidine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13316-12-6, 7-Chlorothiazolo[5,4-d]pyrimidine, and friends who are interested can also refer to it.

Related Products of 13316-12-6, 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. 13316-12-6, name is 7-Chlorothiazolo[5,4-d]pyrimidine. A new synthetic method of this compound is introduced below.

2-methoxy-4-[2-(thiazolo[5,4-d]pyrimidin-7-ylamino)ethyl]phenol. 7- […] [5, 4-d] pyrimidinecarboxylic (350 milligram (mg), 2mmol) and 4-(2-aminoethyl)-2-methoxy phenol hydrocloride (410 mg, 2mmol) which, while electromagnetic stirring dissolved in 100 ml temp. DMF (10 ml) in a round bottom flask equipped with a reflux condenser and dry nitrogen line. This solution is, cooled to room temperature, then the sodium hydride (NaH, 60% dispersed in oil; 250 mg, 6. 25mmol) in processing. 1 time (h) after stirring, the mixture, H 2 O (120 ml) diluted, neutralized with 2N HCl. Further 1 hour after stirring, the suspension is filtered. The filtrate is, 1:1 Et 2 O/EtOAc of cleaned by equal amounts. Organic fraction is filtered, yellow gum 310 mg of concentrated in a vacuum. This substance, minimum amount of CH 2 Cl 2 dissolved in the water, then heated while circulating diluted with hydroxyhexanamide CH 2 Cl 2 to evaporate. The supernatant rearers, decanting precipitated yellow film. For cooling the room and the supernatant, solid state is formed. In the supernatant is discarded, 2-methoxy-4-as beige color [2-(thiazolo [5,4-d]pyrimidin-7-ylamino)ethyl]phenol (compd. 12 ; 70 mg) is obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13316-12-6, 7-Chlorothiazolo[5,4-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; DOW AGROSCIENCES LLC; BREWSTER, WILLIAM; KLITTICH, CARLA; RIEDER, BRENT; SIDDALL, THOMAS; YAO, CHENGLIN; (91 pag.)JP5781090; (2015); B2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 7-Chlorothiazolo[5,4-d]pyrimidine

According to the analysis of related databases, 13316-12-6, the application of this compound in the production field has become more and more popular.

Synthetic Route of 13316-12-6, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 13316-12-6, name is 7-Chlorothiazolo[5,4-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Example 11. 7-(2-indanylamino)thiazolo[5,4-d]pyrimidine Using 7-chlorothiazolo[5,4-d]pyrimidine (50 mg, 0.29 mmol) (see J. Org. Chem., 26, 4961 (1961), Chem. Pharm. Bull., 16, 750 (1968)) and 2-aminoindan (120 mg, 0.90 mmol), a similar procedure to Example 1 was carried out. The product obtained was purified by silica gel chromatography (hexane: ethyl acetate = 2: 1) to obtain the title compound (41 mg, 0.15 mmol) having the following physical properties: 1H NMR (400 MHz, CDCl3): delta 3.01 (2H, m), 3.50 (2H, m), 5.14 (1H, br.), 6.33 (1H, br.), 7.19-7.28 (4H, m), 8.56 (1H, s), 8.74 (1H, s), 8.49 (1H, s). MS (FAB): m/z 269 (M+H)+.

According to the analysis of related databases, 13316-12-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUNTORY LIMITED; EP1018514; (2000); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Extended knowledge of 13316-12-6

According to the analysis of related databases, 13316-12-6, the application of this compound in the production field has become more and more popular.

Synthetic Route of 13316-12-6, Adding some certain compound to certain chemical reactions, such as: 13316-12-6, name is 7-Chlorothiazolo[5,4-d]pyrimidine,molecular formula is C5H2ClN3S, 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 13316-12-6.

A solution of 4-[3-(1-aminoethyl)-5-chloro-2-ethoxy-6-fluorophenyl]pyrrolidin-2-one (30 mg, 0.333 mmol) and 7-chloro[1,3]thiazolo[5,4-d]pyrimidine (25.7 mg, 0.15 mmol) [AK-58025, Ark Pharm] in 1-butanol (6.6 mL) was treated with N,N-diisopropylethylamine (0.052 mL, 0.30 mmol) and heated at 114 C. for 2.5 h. The reaction mixture was then concentrated to a yellow residue. Purification by preparative LCMS (pH 2) afforded the title product (0.033 g, 60%) as a white solid as a mixture of four diastereoisomers. 1H NMR (300 MHz, DMSO-d6) delta 9.30 (s, 1H), 8.78 (d, J=8.4 Hz, 1H), 8.37 (d, J=1.8 Hz, 1H), 7.82 (s, 1H), 7.71 (d, J=8.3 Hz, 1H), 5.91-5.70 (m, 1H), 4.29-4.14 (m, 1H), 4.13-3.96 (m, 1H), 3.95-3.81 (m, 1H), 3.60 (dd, J=9.3, 9.3 Hz, 1H), 3.26 (dd, J=7.8, 7.3 Hz, 1H), 2.42-2.21 (m, 2H), 1.59-1.32 (m, 6H); LCMS calculated for C19H20ClFN5O2S (M+H)+: m/z=436.1. found: 435.9.

According to the analysis of related databases, 13316-12-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INCYTE CORPORATION; Li, Yun-Long; Combs, Andrew P.; US2015/361094; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia