Share a compound : 4-Chloro-1H-pyrazolo[3,4-d]pyrimidin-6-amine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,100644-65-3, 4-Chloro-1H-pyrazolo[3,4-d]pyrimidin-6-amine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 100644-65-3, 4-Chloro-1H-pyrazolo[3,4-d]pyrimidin-6-amine, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

To the product of Step 1 (15.0 g, 88 mmol) in DMF (150 ml) add 60% NaH in mineral oil (4.25 g, 106 mmol). Add slowly 1-bromo-2-chloroethane (22.1 ml, 265 mmol). Stir at RT 2 h, concentrate, and chromatograph on silica to obtain the dichloride as an off-white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,100644-65-3, 4-Chloro-1H-pyrazolo[3,4-d]pyrimidin-6-amine, and friends who are interested can also refer to it.

Reference:
Patent; Schering Corporation; US2005/239795; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Introduction of a new synthetic route about 4-Chloro-1H-pyrazolo[3,4-d]pyrimidin-6-amine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100644-65-3, its application will become more common.

Synthetic Route of 100644-65-3 ,Some common heterocyclic compound, 100644-65-3, molecular formula is C5H4ClN5, 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 192. 4-Chloro-1-(4-chloro-3,5-diemthyl-pyridin-2-ylmethyl)-1H- pyrazolo [3, 4-D] PYRIMIDIN-6-YLAMINE A mixture OF 4-CHLORO-LH-PYRAZOLO [3, 4-D] PYRIMIDIN-6-YLAMINE (158 mg), crude 4-chloro-2-chloromethyl-3,5-dimethyl-pyridine (204 mg), CS2C03 (660 mg) and DMF was heated to 80 C for 1.5 h, diluted with EtOAc and washed with water. The crude material was concentrated and suspended in MEOH/DCM. Filtration gave a 2: 1 mixture of regioisomers which was further purified by preparative silica gel plate (EtOAc 100%). The major (less polar) isomer corresponded to the title compound. R. t. 5.45 MIN. H- NMR (CDC13) 8 8.22 (s, 1H), 7.90 (s, 1H), 5.57 (s, 2H), 5.28 (s, 2H), 2.43 (s, 3H), 2.31 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100644-65-3, its application will become more common.

Reference:
Patent; CONFORMA THERAPEUTICS CORPORATION; WO2005/28434; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Analyzing the synthesis route of 100644-65-3

According to the analysis of related databases, 100644-65-3, the application of this compound in the production field has become more and more popular.

Related Products of 100644-65-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 100644-65-3, name is 4-Chloro-1H-pyrazolo[3,4-d]pyrimidin-6-amine, molecular formula is C5H4ClN5, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Sodium hydride (60% dispersion in mineral oil) (354 mg, 8.85 mmol) was added portionwise to a yellow suspension of 4-chloro- 1 H-pyrazolo [3 ,4-d]pyrimidin-6- amine (A-2) (1.25 g, 7.34 mmol) in dry DMF (5 mL). l-Bromo-2-chloroethane (3.68 mL, 44.2 mmol) was added dropwise. The resulting mixture was stirred for 2 h at room temperature. The DMF was evaporated. The residue was purified by chromatography on silica gel (eluant: 0-10% methanol/ CH2C12 gradient). The product was washed with hexanes and filtered to give 4-chloro-l-(2-chloroethyl)-lH-pyrazolo[3,4-d]pyrimidin-6- amine (A-3) (409 mg, 24% yield). NMR (500 MHz, CDC13) delta ppm 3.96 (t, 2H, J=6.5 Hz), 4.59 (t, 2H, J=6.5 Hz), 5.34 (s, 2H), 7.93 (s, 1H). MS (M+l): 232, 233, 234 (2 CI).

According to the analysis of related databases, 100644-65-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; TING, Pauline, C.; MA, Shuguang; BLUMENKRANTZ, Neil; CHOWDBURY, Swapan; NEUSTADT, Bernard, R.; WO2012/135084; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia