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